Water → HCID 14672237、化合物

HRID 850364

反応式

HRID 850364 の反応式
[NH:1]1[CH2:8][S:7][CH2:6][C@H:2]1[C:3]([OH:5])=[O:4].O.[C:10]1([CH2:16][CH2:17][CH2:18][C:19](Cl)=[O:20])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>[OH-].[Na+].C1C=CC=CC=1>[C:10]1([CH2:16][CH2:17][CH2:18][C:19]([N:1]2[CH2:8][S:7][CH2:6][C@H:2]2[C:3]([OH:5])=[O:4])=[O:20])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

6

反応物 3

HCID 962WaterHCID 93176L-ThioprolineHCID 117898654-Phenylbutanoyl Chloride

生成物 1

HCID 14672237HCID 14672237、化合物収率 81.9%

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 14798Sodium Hydroxide溶媒2 回

実験手順

Dissolved in 100 ml of 1N sodium hydroxide were 6.65 g of L-thioproline, and 50 ml of water were further added to the solution. A solution of 9.10 g of 4-phenylbutanoyl chloride in 50 ml of benzene was added dropwise to the solution under stirring. Thereafter, 50 ml of 1N sodium hydroxide were further added, and the mixture was stirred for 24 hours. A benzene layer was removed, and a water layer was washed twice with 70 ml of ether. After 7% hydrochloric acid was further added to the water layer to acidify it, the water layer was extracted three times with 70 ml of ethyl acetate. The resulting extract was dried over anhydrous sodium sulfate. Ethyl acetate was distilled off, and the resultant oily residue was subjected to column chromatography on silica gel, thereby obtaining 11.4 g of N-(4-phenylbutanoyl)-L-thioproline as colorless crystals from a chloroform-methanol fraction.

後処理

  1. additionwere further added to the solution
  2. stirringthe mixture was stirred for 24 hours
  3. customA benzene layer was removed
  4. washa water layer was washed twice with 70 ml of ether
  5. additionAfter 7% hydrochloric acid was further added to the water layer
  6. extractionthe water layer was extracted three times with 70 ml of ethyl acetate
  7. extractionThe resulting extract
  8. dry with materialwas dried over anhydrous sodium sulfate
  9. distillationEthyl acetate was distilled off

出典と根拠

ORDレコード
ord-c034709671e1431884838a614ad779c8
出典データセット
uspto-grants-2000_01
特許番号
US06017929

関連ノート

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