Thionyl Chloride → HCID 69106520, 화합물

HRID 33480노트

반응식

HRID 33480 반응식
S(Cl)([Cl:3])=O.[F:5][C:6]([F:22])([F:21])[C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:14]=[CH:15][C:16]([CH2:19]O)=[N:17][CH:18]=2)=[CH:9][CH:8]=1>CN(C)C=O>[Cl:3][CH2:19][C:16]1[CH:15]=[CH:14][C:13]([C:10]2[CH:11]=[CH:12][C:7]([C:6]([F:22])([F:21])[F:5])=[CH:8][CH:9]=2)=[CH:18][N:17]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 21936189[5-(4-Trifluoromethyl-phenyl)-pyridin-2-yl]-methanol

생성물 1

HCID 69106520HCID 69106520, 화합물수율 23%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
0 °C

실험 절차

658 mg (0.40 ml, 5.53 mmol) thionyl chloride is added drop by drop at 0° C. to a solution of 0.2 ml N,N-dimethylformamide (DMF) and 700 mg (2.76 mmol) [5-(4-Trifluoromethyl-phenyl)-pyridin-2-yl]-methanol, stirred for 5 min. at 0° C., and at room temperature (r.t.) for 1 h. The mixture is poured on ice/sodium bicarbonate solution and the organic phase separated. The water phase is extracted with ethyl acetate. The combined organic phases were washed with water, dried (sodium sulphate), and evaporated. Purification by chromatography on silica (eluent: ethyl acetate/n-heptane 1:4) gave 170 mg (23%) of 2-Chloromethyl-5-(4-trifluoromethyl-phenyl)-pyridine as slightly pink crystals.

후처리

  1. waitat room temperature (r.t.) for 1 h
  2. additionThe mixture is poured on ice/sodium bicarbonate solution
  3. customthe organic phase separated
  4. extractionThe water phase is extracted with ethyl acetate
  5. washThe combined organic phases were washed with water
  6. dry with materialdried (sodium sulphate)
  7. customevaporated
  8. customPurification by chromatography on silica (eluent: ethyl acetate/n-heptane 1:4)

출처 및 근거

ORD 기록
ord-316b49fa985340f99c4901bf58bce526
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429605B2

반응 노트

불러오는 중…