2-[(2-methoxy-2-oxoethyl)sulfanyl]acetic acid synthesis
- Product Name:2-[(2-methoxy-2-oxoethyl)sulfanyl]acetic acid
- CAS Number:91114-48-6
- Molecular formula:C5H8O4S
- Molecular Weight:164.18
Yield:16002-29-2 88% ，91114-48-6 1%
Reaction Conditions:
with sodium sulfide;sodium hydroxide;sodium dihydrogenphosphate;polyethylene glycol 400 in water;toluene at 30 - 35; pH=6.0; for 3 h;Product distribution / selectivity;
Steps:
4
EXAMPLE 4In a 1 ltr. jacketed glass reactor, 35.8 g of sodium dihydrogenphosphate dihydrate were dissolved in 168.4 g of water (pH=3.9) and adjusted to pH=6.0 with 11.4 g of sodium hydroxide solution (32%). The buffer solution was warmed to 33° C. and admixed with 13.0 g of polyethylene glycol 400 and 40.0 g of methyl chloroacetate. Simultaneously, 611.2 g of sodium sulphide solution (16% in water) and 182.1 g of methyl chloroacetate were metered in at 30-35° C. within 2 h. Subsequently, a further 19.3 g of sodium sulphide solution (16% in water) were metered in and the mixture was stirred at 33° C. for a further 2 h. The reaction solution was admixed with 130 ml of toluene and stirred vigorously. Subsequently, the lower phase was removed. After the toluene had been distilled off at approx. 300 mbar, 227.2 g of a clear liquid comprising 88% dimethyl thiodiglycolate, 1% methyl thioglycolate, 1% ethyl chloroacetate and 6% toluene were obtained. This corresponds to a yield of 90% of theory.
References:
US2009/163736,2009,A1 Location in patent:Page/Page column 2
