Carbon Tetrachloride → 1-[3-(4-Bromobenzoyl)-3-bromopropionyl]-L-proline methyl ester

HRID 903442노트

반응식

HRID 903442 반응식
[CH3:1][O:2][C:3](=[O:22])[C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9](=[O:21])[CH2:10][CH2:11][C:12](=[O:20])[C:13]1[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][CH:14]=1.C(Cl)(Cl)(Cl)Cl.[Br:28]Br>Br.C(O)(=O)C>[CH3:1][O:2][C:3](=[O:22])[C@@H:4]1[CH2:8][CH2:7][CH2:6][N:5]1[C:9](=[O:21])[CH2:10][CH:11]([C:12](=[O:20])[C:13]1[CH:14]=[CH:15][C:16]([Br:19])=[CH:17][CH:18]=1)[Br:28]

참가 물질

6

반응물 3

HCID 5943Carbon Tetrachloride2회HCID 24408BromineHCID 228124471-[3-(4-Bromobenzoyl)propionyl]-L-proline methyl ester

생성물 1

HCID 541386821-[3-(4-Bromobenzoyl)-3-bromopropionyl]-L-proline methyl ester

시약·촉매·용매 2

HCID 260Hydrogen Bromide촉매HCID 176Acetic Acid용매

실험 절차

To a solution of 3.52 g. of 1-[3-(4-bromobenzoyl)propionyl]-L-proline methyl ester (Example 29) in 50 ml. of carbon tetrachloride is added dropwise a solution of 0.51 ml. of bromine in 20 ml. of carbon tetrachloride. After 30 minutes 2 drops of 30% hydrobromic acid in acetic acid is added and the mixture is stirred at room temperature for 2 hours. The solvent is decanted from the resulting gum. The gum is dissolved in dichloromethane, washed twice with water, once with sodium chloride solution, dried over magnesium sulfate and clarified with charcoal. The filtrate is evaporated to dryness in vacuo giving the desired product as 3.87 g. of a gum.

후처리

  1. customThe solvent is decanted from the resulting gum
  2. dissolutionThe gum is dissolved in dichloromethane
  3. washwashed twice with water, once with sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. customThe filtrate is evaporated to dryness in vacuo

출처 및 근거

ORD 기록
ord-9021e47cabd5436aa5cbc7d4e6686cd5
출처 데이터셋
uspto-grants-1980_10
특허 번호
US04226775

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