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

HRID 903442ノート

反応式

HRID 903442 の反応式
[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]

参加物

6

反応物 3

HCID 5943Carbon Tetrachloride2 回HCID 24408BromineHCID 228124471-[3-(4-Bromobenzoyl)propionyl]-L-proline methyl ester

生成物 1

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

試薬・触媒・溶媒 2

HCID 260Hydrogen Bromide触媒HCID 176Acetic Acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9021e47cabd5436aa5cbc7d4e6686cd5
出典データセット
uspto-grants-1980_10
特許番号
US04226775

反応ノート

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