Thionyl Chloride → 1-Benzyl-3-(chloromethyl)pyrrolidine

HRID 1450709

反応式

HRID 1450709 の反応式
[CH2:1]([N:8]1[CH2:12][CH2:11][CH:10]([CH2:13]O)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:17])=O>C(Cl)(Cl)Cl>[CH2:1]([N:8]1[CH2:12][CH2:11][CH:10]([CH2:13][Cl:17])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 5176654(1-Benzylpyrrolidin-3-yl)methanol

生成物 1

HCID 123645181-Benzyl-3-(chloromethyl)pyrrolidine

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

実験手順

To a refluxing solution of 15.3 g (0.08 mole) (3RS)-1-benzyl-3-hydroxymethyl pyrrolidine in 220 ml CHCl3 was slowly added a solution of 330 ml thionyl chloride in 60 ml CHCl3, and the reflux was continued for one hour. The mixture was evaporated and the residue was dissolved in water. The water layer was washed with ethyl acetate and then made alkaline with 0.2M NaOH-solution. The water layer was extracted three times with ethyl acetate and the combined organic layer was dried (Na2SO4), filtered and evaporated to give the product in a quantitative yield (16.8 g).

後処理

  1. customThe mixture was evaporated
  2. dissolutionthe residue was dissolved in water
  3. washThe water layer was washed with ethyl acetate
  4. extractionThe water layer was extracted three times with ethyl acetate
  5. dry with materialthe combined organic layer was dried (Na2SO4)
  6. filtrationfiltered
  7. customevaporated
  8. customto give the product in a quantitative yield (16.8 g)

出典と根拠

ORDレコード
ord-c53ac06b5f2e4b74aeb8fa2cf68952ec
出典データセット
uspto-grants-1997_02
特許番号
US05602253

関連ノート

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