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

HRID 1444739ノート

反応式

HRID 1444739 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒2 回HCID 6344Dichloromethane溶媒

反応条件

温度
2.5 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-10d5eb53e54a42e284e8f4386aecd2b0
出典データセット
uspto-grants-2010_02
特許番号
US07662968B2

反応ノート

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