Methanol → Dl-Homophenylalanine Methyl Ester Hydrochloride

HRID 1906358노트

반응식

HRID 1906358 반응식
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C[C:10](OC)([NH:14]C(C1C=CC=CC=1)=O)[C:11]([O-:13])=[O:12].S(Cl)([Cl:27])=O.[CH3:29]O>>[ClH:27].[CH3:29][O:13][C:11](=[O:12])[CH:10]([NH2:14])[CH2:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

참가 물질

5

반응물 4

HCID 887MethanolHCID 7501StyreneHCID 24386Thionyl ChlorideHCID 86741352HCID 86741352, 화합물

생성물 1

HCID 13050176Dl-Homophenylalanine Methyl Ester Hydrochloride

실험 절차

Dlα-amino-δ-phenylbutyric acid, prepared through amidoalkylation of styrene with methyl- -methoxyhippurate, according to Ben-Ishai et al (4.1 g, 0.018M) was dissolved in dry methanol, cooled in ice bath. Freshly distilled thionyl chloride (14.7 g, 0.12M) was added during 15 min. the ice bath was removed and the reaction mixture was left at room temp. for 3 days. Dry ether (400 ml) was added and the resulting hydrochloride ester precipitated (3.7 g, 88%) m.p. 153°-4°, lit. [D. Ben-Ishai, R. Moshenberg and J. Altman, Tetrahedron 33, 1533 (1977)] 150°-152°.

후처리

  1. temperaturecooled in ice bath
  2. customwas removed
  3. additionDry ether (400 ml) was added
  4. customthe resulting hydrochloride ester precipitated (3.7 g, 88%) m.p. 153°-4°, lit. [D. Ben-Ishai, R. Moshenberg and J. Altman, Tetrahedron 33, 1533 (1977)] 150°-152°

출처 및 근거

ORD 기록
ord-4610cb0374074ef992705743b6666c44
출처 데이터셋
uspto-grants-1987_03
특허 번호
US04652519

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