Boron Trichloride → 4-(4-Chlorophenyl)-2-oxazolemethanol

HRID 623217ノート

反応式

HRID 623217 の反応式
B(Cl)(Cl)Cl.[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[N:13]=[C:14]([CH2:17][O:18]CC)[O:15][CH:16]=2)=[CH:8][CH:7]=1>ClCCl>[Cl:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]2[N:13]=[C:14]([CH2:17][OH:18])[O:15][CH:16]=2)=[CH:10][CH:11]=1

参加物

4

反応物 2

HCID 25135Boron TrichlorideHCID 21290687HCID 21290687、化合物

生成物 1

HCID 212906854-(4-Chlorophenyl)-2-oxazolemethanol収率 83%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

181 ml of a 1M solution of boron trichloride in dichloromethane was added dropwise to a stirred solution of 21.5 g (90.5 mmol) of 4-(4-chlorophenyl)-2-ethoxymethyl-oxazole in 100 ml of dichloromethane. The temperature of the mixture was held below 10° C. during the addition by cooling with ice. After completion of the addition the mixture was stirred at room temperature for 2 hours and then poured on to 500 ml of ice/water. The dichloromethane phase was separated and the aqueous phase was extracted with 100 ml of dichloromethane. The combined dichloromethane extracts were washed with saturated sodium hydrogen carbonate solution, dried over sodium sulphate, filtered and evaporated. Recrystallization of the residue from toluene yielded 15.7 g (83%) of 4-(4-chlorophenyl)-2-oxazolemethanol of melting point 68°-71.5° C.

後処理

  1. additionThe temperature of the mixture was held below 10° C. during the addition
  2. temperatureby cooling with ice
  3. additionAfter completion of the addition the mixture
  4. customThe dichloromethane phase was separated
  5. extractionthe aqueous phase was extracted with 100 ml of dichloromethane
  6. washThe combined dichloromethane extracts were washed with saturated sodium hydrogen carbonate solution
  7. dry with materialdried over sodium sulphate
  8. filtrationfiltered
  9. customevaporated
  10. customRecrystallization of the residue from toluene

出典と根拠

ORDレコード
ord-b4fbc8ab92dd4fb183a50972e933832c
出典データセット
uspto-grants-1988_09
特許番号
US04774253

反応ノート

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