Methanol → Dl-Homophenylalanine Methyl Ester Hydrochloride

HRID 1906358ノート

反応式

HRID 1906358 の反応式
[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

参加物

5

反応物 4

HCID 887MethanolHCID 7501StyreneHCID 24386Thionyl ChlorideHCID 86741352HCID 86741352、化合物

生成物 1

HCID 13050176Dl-Homophenylalanine Methyl Ester Hydrochloride

実験手順

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°.

後処理

  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°

出典と根拠

ORDレコード
ord-4610cb0374074ef992705743b6666c44
出典データセット
uspto-grants-1987_03
特許番号
US04652519

反応ノート

読み込み中…