Synthesis of ethyl 2-chloro-2-phenylacetate

Preparation of ethyl 2-chloro-2-phenylacetate

Preparation of ethyl 2-chloro-2-phenylacetate

Preparation of ethyl 2-chloro-2-phenylacetate

0.80 mole of ethyl mandelate is mixed with 0.82 mole of thionyl chloride, and the solution is set aside at room temperature for 16 hours, heated on a water-bath for 30 min, and poured into ice-water. The ethyl 2-chloro-2-phenylacetate is formed in 81-85 % yield, which is extracted several times with ether and, after isolation, is purified by distillation collecting fraction boiling at 98 ºC/1.5 mm.

Org. Syn., 36, 3 (1956).

IUPAC Name

ethyl 2-chloro-2-phenylacetate

InChI

InChI=1S/C10H11ClO2/c1-2-13-10(12)9(11)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3

InChI Key

XXRLJXZVZZXDPP-UHFFFAOYSA-N

Canonical SMILES

CCOC(=O)C(C1=CC=CC=C1)Cl

Depositor-Supplied Synonyms

ethyl 2-chloro-2-phenylacetate, 4773-33-5, Ethyl chloro(phenyl)acetate, Ethyl alpha-chlorophenylacetate, XXRLJXZVZZXDPP-UHFFFAOYSA-N, SBB070764, 1-Chloro-1-phenylacetic acid ethyl ester, 2-Chloro-2-phenylacetic acid ethyl ester, Ethyl chlorophenylacetate, Ethyl 1-chlorophenylacetate, Ethyl-1-Chlorophenylacetate, AC1Q3GG0, Ethyl |A-chlorophenylacetate, Ethyl chloro(phenyl)acetate #, SCHEMBL287308, 565903_ALDRICH, AC1L3Z60, AC1Q324G, CTK8D9116, MolPort-001-781-833, chlorophenylacetic acid ethyl ester, ethyl (2S)-chloro(phenyl)ethanoate, NSC34191, EINECS 225-315-2, AR-1I9670, NSC-34191, AKOS000266304, AKOS016844056, MCULE-8180347387, AK115890, OR027016, R257, AI3-39186, alpha-chloro phenyl acetic acid ethyl ester, KB-111547, FT-0635437, ST24030503, EN300-08394, Benzeneacetic acid, alpha-chloro-, ethyl ester, Benzenacetic acid, .alpha.-chloro-, ethyl ester, S01-0456, 3B3-050044, T0519-3583

Removed Synonyms

Ethylalpha-chlorophenylacetate, C10H11ClO2, CID97752, 5057-65-8

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