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

HRID 341805

반응식

HRID 341805 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 123645181-Benzyl-3-(chloromethyl)pyrrolidine

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-73bfcde45feb47c794180c9d59a90bba
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05856307

연결된 노트

불러오는 중…