Ethanol → (S)-2-amino-4-bromo-butyric acid ethyl ester hydrochloride

HRID 1686013노트

반응식

HRID 1686013 반응식
Br.[NH2:2][C@@H:3]([CH2:7][CH2:8][Br:9])[C:4]([OH:6])=[O:5].S(Cl)([Cl:12])=O.[CH2:14](O)[CH3:15]>>[ClH:12].[CH2:14]([O:5][C:4](=[O:6])[C@@H:3]([NH2:2])[CH2:7][CH2:8][Br:9])[CH3:15]

참가 물질

4

반응물 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 2733672(S)-(+)-2-Amino-4-bromobutyric Acid Hydrobromide

생성물 1

HCID 86630464(S)-2-amino-4-bromo-butyric acid ethyl ester hydrochloride

반응 조건

온도
70 °C

실험 절차

To a solution of (S)-2-amino-4-bromo-butyric acid hydrobromide (2 g, 7.6 mmol) in ethanol (10 ml), at 0° C., was added thionyl chloride (1.11 ml, 15.21 mmol). The solution was stirred at 70° C. for 1 hour, cooled and concentrated in vacuo. Heptane added and mixture concentrated under high vac. Ether was added and the precipitate stirred for 1 hr, filter and dried in vacuo to provide (S)-2-amino-4-bromo-butyric acid ethyl ester hydrochloride as an sticky white solid (1.9 g).

후처리

  1. temperaturecooled
  2. concentrationconcentrated in vacuo
  3. additionHeptane added
  4. concentrationmixture concentrated under high vac
  5. additionEther was added
  6. stirringthe precipitate stirred for 1 hr
  7. filtrationfilter
  8. customdried in vacuo

출처 및 근거

ORD 기록
ord-13be7a2fdd5e43d2a9a4f5f0c952cdea
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148531B2

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