Hydrogen Bromide → 4-keto-L-proline hydrobromide

HRID 848447

반응식

HRID 848447 반응식
C([N:11]1[CH2:18][C:17](=[O:19])[CH2:16][C@H:12]1[C:13]([OH:15])=[O:14])(OCC1C=CC=CC=1)=O.[BrH:20]>C(O)(=O)C>[BrH:20].[O:19]=[C:17]1[CH2:18][NH:11][C@H:12]([C:13]([OH:15])=[O:14])[CH2:16]1

참가 물질

4

반응물 2

HCID 260Hydrogen BromideHCID 11076282N-Carbobenzyloxy-4-keto-L-proline

생성물 1

HCID 127736614-keto-L-proline hydrobromide

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To 4.0 g. (0.015 mole) of N-carbobenzyloxy-4-keto-L-proline are added 20 ml. of hydrogen bromide in acetic acid (30-32%). The mixture is frequently swirled over a period of eight minutes. At the end of this period (effervescence has stopped), the yellow-orange solution is layered over with 250 ml. of ether, triturating the gummy product. The ether is discarded and the resulting tacky solid is triturated with fresh ether and finally with 50 ml. of acetonitrile to give 4-keto-L-proline, hydrobromide as a crystalline solid weighing 2.7 g. (85%), m.p. 153°-155° (dec.,), [α]D26 -49° (c, 1% in water).

후처리

  1. customof ether, triturating the gummy product
  2. customthe resulting tacky solid is triturated with fresh ether and finally with 50 ml

출처 및 근거

ORD 기록
ord-65f5391bedc94b09bc9e382f5da62b09
출처 데이터셋
uspto-grants-1981_10
특허 번호
US04296113

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