Thionyl Chloride → 2-(Chloromethyl)-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine hydrochloride

HRID 1444739노트

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HRID 1444739 반응식
O[CH2:2][C:3]1[C:8]([CH3:9])=[C:7]([O:10][CH2:11][C:12]([F:15])([F:14])[F:13])[CH:6]=[CH:5][N:4]=1.S(Cl)([Cl:18])=O>C(Cl)Cl.C1(C)C=CC=CC=1>[ClH:18].[Cl:18][CH2:2][C:3]1[C:8]([CH3:9])=[C:7]([O:10][CH2:11][C:12]([F:15])([F:14])[F:13])[CH:6]=[CH:5][N:4]=1

참가 물질

5

반응물 2

HCID 24386Thionyl ChlorideHCID 112297602-Hydroxymethyl-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine

생성물 1

HCID 162176472-(Chloromethyl)-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine hydrochloride

시약·촉매·용매 2

HCID 1140Toluene용매2회HCID 6344Dichloromethane용매

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온도
2.5 °C

실험 절차

160 ml of toluene were added to 14.9 g (0.067 mole) of 2-hydroxymethyl-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine in methylene chloride followed by distillation of methylene chloride. The solution was purified with 2.7 g of activated charcoal, filtered and washed with 36 ml of toluene. To this solution 5.4 ml (0.075 mole) of thionyl chloride in 27 ml of toluene were added dropwise and maintained for 3 hours. The gas was removed under vacuum at room temperature, then the resulting mixture was cooled to a temperature of from 0 to 5° C. and stirred for one hour. The product was filtered, washed with 3 ml of toluene and dried in a vacuum dryer at 35-40° C. The yield was 15.65 g (84%).

후처리

  1. distillationfollowed by distillation of methylene chloride
  2. customThe solution was purified with 2.7 g of activated charcoal
  3. filtrationfiltered
  4. washwashed with 36 ml of toluene
  5. temperaturemaintained for 3 hours
  6. customThe gas was removed under vacuum at room temperature
  7. filtrationThe product was filtered
  8. washwashed with 3 ml of toluene
  9. customdried in a vacuum dryer at 35-40° C

출처 및 근거

ORD 기록
ord-10d5eb53e54a42e284e8f4386aecd2b0
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07662968B2

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