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

HRID 623217노트

반응식

HRID 623217 반응식
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

참가 물질

4

반응물 2

HCID 25135Boron TrichlorideHCID 21290687HCID 21290687, 화합물

생성물 1

HCID 212906854-(4-Chlorophenyl)-2-oxazolemethanol수율 83%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b4fbc8ab92dd4fb183a50972e933832c
출처 데이터셋
uspto-grants-1988_09
특허 번호
US04774253

반응 노트

불러오는 중…