Thionyl Chloride → 2-Chloro-5-(chloromethyl)pyridine

HRID 1781581노트

반응식

HRID 1781581 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]O)=[CH:4][N:3]=1.S(Cl)([Cl:12])=O>ClCCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][Cl:12])=[CH:4][N:3]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 177161(6-Chloropyridin-3-yl)methanol

생성물 1

HCID 1554792-Chloro-5-(chloromethyl)pyridine수율 95.7%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매2회

실험 절차

A mixture of 70.3 g of 2-chloro-5-(hydroxymethyl) pyridine and 50 ml of 1,2-dichloroethane was dropwise added to a mixture of 87.4 g of thionyl chloride and 100 ml of 1,2-dichloroethane during 30 minutes in a water bath of 5°-20° C. The mixture was stirred for an hour and a half at room temperature and for 4 hours and a half under refluxing. After concentrating, to the residue were added 200 ml of chloroform and 60 ml of water and then added portionwise 20 g of sodium hydrogen carbonate under stirring. The organic phase was separated, treated with active carbon and concentrated to obtain 75.9 g of 2-chloro-5-(chloromethyl)pyridine as a yellowish brown solid.

후처리

  1. temperaturea half under refluxing
  2. concentrationAfter concentrating, to the residue
  3. additionwere added 200 ml of chloroform and 60 ml of water
  4. additionadded portionwise 20 g of sodium hydrogen carbonate
  5. stirringunder stirring
  6. customThe organic phase was separated
  7. additiontreated with active carbon
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-560b22e6b12f490aa00ae31becc38836
출처 데이터셋
uspto-grants-1997_05
특허 번호
US05633375

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