Benzoyl chloride → 2-Pyrrolidinemethanol, 1-benzoyl-, (2S)-

HRID 35865

反応式

HRID 35865 の反応式
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[NH:16]1[CH2:20][CH2:19][CH2:18][C@H:17]1[CH2:21][OH:22]>CC(C)=O.O>[C:1]([N:16]1[CH2:20][CH2:19][CH2:18][C@H:17]1[CH2:21][OH:22])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 7412Benzoyl chlorideHCID 10340Sodium CarbonateHCID 640091L-Prolinol

生成物 1

HCID 128307942-Pyrrolidinemethanol, 1-benzoyl-, (2S)-

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

Benzoyl chloride (18.5 ml) and an aqueous (50 ml) solution of sodium carbonate (17.0 g) were added dropwise to a solution of (S)-2-pyrrolidinemethanol (12.0 g) in a mixture of acetone (70 ml) and water (14 ml). After addition, the reaction mixture was stirred for 30 mins at room temperature. The reaction mixture was filtered. Water was added to the filtrate. The mixture was extracted with methylene chloride. The extract was washed, dried and evaporated. The residue was purified by column chromatography on silica-gel (hexane-EtOAc) to give the title compound (24.1 g) having the following physical data:

後処理

  1. additionAfter addition
  2. filtrationThe reaction mixture was filtered
  3. additionWater was added to the filtrate
  4. extractionThe mixture was extracted with methylene chloride
  5. washThe extract was washed
  6. customdried
  7. customevaporated
  8. customThe residue was purified by column chromatography on silica-gel (hexane-EtOAc)

出典と根拠

ORDレコード
ord-ed414c5c13be4a11aef872711a802b71
出典データセット
uspto-grants-1995_05
特許番号
US05411974

関連ノート

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