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Home > Encyclopedia > Acetic acid, 2-(2-chloroethoxy)-, ethyl ester

Acetic acid, 2-(2-chloroethoxy)-, ethyl ester

Acetic acid, 2-(2-chloroethoxy)-, ethyl ester structure

Acetic acid, 2-(2-chloroethoxy)-, ethyl ester 

structure
  • CAS No:

    17229-14-0

  • Formula:

    C6H11ClO3

  • Chemical Name:

    Acetic acid, 2-(2-chloroethoxy)-, ethyl ester

  • Synonyms:

    Acetic acid,2-(2-chloroethoxy)-,ethyl ester;Acetic acid,(2-chloroethoxy)-,ethyl ester;1-Chloro-2-(ethoxycarbonylmethoxy)ethane;Ethyl 2-chloroethoxyacetate;(2-Chloroethoxy)acetic acid ethyl ester

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Acetic acid, 2-(2-chloroethoxy)-, ethyl ester Basic Attributes

166.60274

166.60

1592732-453-0

2918990090

Characteristics

35.5

1

1.119

79-81 °C @ Press: 10 Torr

96℃

1.439

Acetic acid, 2-(2-chloroethoxy)-, ethyl ester Use and Manufacturing

PREPARATION 2 PREPARATION 2 Ethyl 2-chloroethoxyacetate STR962 A mixture of ethyl chloroacetate (24.5 g, 0.200 mol), ethyleneoxide (8.80 g, 0.300 mol) and tetraethylammonium bromide (0.40 g, 1.9 mmol; dried in vacuo) was heated in a bomb at 150-160 C. for 6 h. After cooling, the reaction mixture was distilled under reduced pressure collecting 6.66 g (54.4 mmol, 27.2%) of ethyl chloroacetate, bp 22-24 C. (0.5 mmHg) and 8.39 g (50.4 mmol, 25.2%) of ethyl 2-chloroethoxyacetate as a colourless oil; bp 49-53 C. (0.1 mmhg); 1 Hmr (CDCl3) delta: 1.28 (3H, t, J=7 Hz, --CH3), 3.5-4.0 (4H, m, A2 B2, --CH2 CH2 --Cl), 4.15 (2H, s, --COCH2 O--), 4.25 ppm (2H, q, J=7 Hz, --OCH2 CH3); ir (neat)numax: 1740 cm-1 (C=O ester). Procedure of D. Klamann et al, Jastus Liebig Ann., 710, 59 (1967) (Reported: yield 42%, bp 55.5/0.35 mmHg).Ethyl 2-chloroethoxyacetate STR133 A mixture of ethyl chloroacetate (24.5 g, 0.200 mol), ethyleneoxide (8.80 g, 0.300 mol) and tetraethylammonium bromide (0.40 g, 1.9 mmol; dried in vacuo) was heated in a bomb at 150-160 C. for 6 h. After cooling, the reaction mixture was distilled under reduced pressure collecting 6.66 g (54.4 mmol, 27.2%) of ethyl chloroacetate, bp 22-24 C. (0.5 mmHg) and 8.39 g (50.4 mmol, 25.2%) of ethyl 2-chloroethoxyacetate as a colourless oil; bp 49-53 C. (0.1 mmhg); 1 Hmr (CDCl3) delta: 1.28 (3H, t, J=7 Hz, --CH3), 3.5-4.0 (4H, m, A2 B2, --CH2 CH2 --Cl), 4.15 (2H, s, --COCH2 O--), 4.25 ppm (2H, q, J=7 Hz, --OCH2 CH3); ir (neat)numax: 1740 cm-1 (C=O ester). Procedure of D. Klamann et al, Jastus Liebig Ann., 710, 59 (1967) (Reported: yield 42%, bp 55.5/0.35 mmHg).A mixture of 13-2 1 -(pipcrazin- 1 -yl)-3-(2-(trifluoromcthyl)- 10//-phcnothiazin- 10- yl)propan-2-ol (500 mg, 1.2 mmol), A mixture of 1-4 1 10-(3-(pipcrazin- 1 -yl)propyl)-2-(trifluoromcthyl)- 1 ()//- phenothiazine] (175 mg, 0.44 mmol), 0.4 g (0.76 mmol) of compound 1, 154 mg (0.92 mmol) of To a solution of N-(1-((1s, 4s)-4-(hydroxymethyl)cyclohexyl)-5-(piperazin-1-ylmethyl)-1H-benzo[d]imidazol-2-yl)-3-(trifluoromethyl)benzamide (intermediate) (50 mg, 97 mumol, 1.0 eq) in acetonitrile (2 mL) was added

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