BenzenaMine, 3-fluoro-4-(phenylMethoxy)-

A mixture of iron powder (45.2 g, 0. 809 g atoms), ammonium formate (53.6 g, 0. 850 mol), 1-benzyloxy-2-fluoro-4-nitrobenzene (50.0 g, 0.200 mol), toluene (400 mL) and water (400 ML) was heated to reflux overnight. The mixture was filtered through Celite and washed with hot ethyl acetate. The combined organic layers were washed with water and brine, then dried over sodium sulfate and concentrated to afford 4-benzyloxy-3-fluoroaniline (44 g, 100 percent).A mixture of iron powder (45.2 g, 0.809 g atoms), ammonium formate (53.6 g, 0.850 mol), l-benzyloxy-2-fluoro-4-nitrobenzene (50.0 g, 0.200 mol), toluene (400 mL) and water (400 mL) was heated to reflux overnight. The mixture was filtered through Celite and washed with hot ethyl acetate. The combined organic layers were washed with water and brine, then dried over sodium sulfate and concentrated to afford 4-benzyloxy-3-fluoroaniline (44 g, 100 percent). A mixture of iron powder (45.2 g, 0. 809 g atoms), ammonium formate (53.6 g, 0. 850 mol), 1-benzyloxy-2-fluoro-4-nitrobenzene (50.0 g, 0.200 mol), toluene (400 mL) and water (400 ML) was heated to reflux overnight. The mixture was filtered through Celite and washed with hot ethyl acetate. The combined organic layers were washed with water and brine, then dried over sodium sulfate and concentrated to afford 4-benzyloxy-3-fluoroaniline (44 g, 100 percent).The compound of formula (2) (154 g, 0.624 mol), ferric chloride hexahydrate (3.24 g, 0.012 mol) and15.4 g of activated carbon was added to 1.23 L of ethanol, heated at 80° C., and 80percent hydrazine hydrate (156 g, 3.12 mol) was added dropwise.Drops, reaction 2h. After hot filtration, the filtrate was evaporated to dryness under reduced pressure to give 135 g of a dark yellow oil.That is, the compound (4) 4-benzyloxy-3-fluoroaniline, a yield of 99.9percent;4-Benzyloxy-3-fluoroaniline.A mixture of iron powder (1.07g, 16.96mmol), ammonium formate (1.07g, 16.96mmol), 1-benzyloxy-2-fluoro-4-nitrobenzene (1g, 4.04mmol), ethanol (400 mL) and water(100 mL) was heated to reflux overnight. The mixture was filtered throughCelite and washed with hot ethyl acetate. The combined organic layers werewashed with water and brine, then dried over sodium sulfate and concentrated toafford 4-benzyloxy-3-fluoroaniline (0.73g, 83.17 percent).A mixture of iron powder (1.07 g, 16.96 mmol), ammonium formate (1.07 g, 16.96 mmol), 1-benzyloxy-2-fluoro-4-nitrobenzene (1 g, 4.04 mmol), methylbenzene (30 mL) and water (30 mL) was heated to reflux overnight. The mixture was filtered through celite and washed with hot ethyl acetate. The combined organic layers were washed with water and brine, then dried over anhydrous Nap-hydroxy-3-fluoroaniline (1.0 g, 7.87 mmol) was dissolved in 10 mL of anhydrous DMF, cooled to 0° C., then potassium tert-butoxide (0.88 g, 7.87 mmol) was added thereto, after stirring for 10 min, benzyl bromide (1.35 g, 7.87 mmol) was added therein, and the reaction was monitored by TLC.

Molecular Weight:217.24
XLogP3:2.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:217.090292168
Monoisotopic Mass:217.090292168
Topological Polar Surface Area:35.2
Heavy Atom Count:16
Complexity:206
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes