Hydrochloric Acid → alpha-Methyl-3-nitrobenzenemethanol

HRID 236066

반응식

HRID 236066 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH2:10][C:11](O)=O)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].B.CSC.Cl.C1C[O:22]CC1>CO>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]([OH:22])[CH3:11])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 158763-Nitrophenylacetic acidHCID 12423031(Dimethyl sulfide)trihydroboron

생성물 1

HCID 223135alpha-Methyl-3-nitrobenzenemethanol

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
25 °C

실험 절차

40 g of 3-nitrophenylacetic acid was added to a solution of 26 ml of 10M borane-methyl sulfide in 200 ml of THF, and the mixture was stirred at 25° C. for 3 hr. The solution was then acidified with HCl in methanol, followed by evaporation of the solvent. The product 3-nitrophenylethanol (IV, A=H) was partitioned between diethyl ether (Et2O) and aqueous sodium carbonate, and the Et2O layer dried over sodium sulfate. Evaporation of the Et2O afforded 34.8 g of 3-nitrophenylethanol (IV, A=H) as an oil.

후처리

  1. customfollowed by evaporation of the solvent
  2. customThe product 3-nitrophenylethanol (IV, A=H) was partitioned between diethyl ether (Et2O) and aqueous sodium carbonate
  3. dry with materialthe Et2O layer dried over sodium sulfate
  4. customEvaporation of the Et2O

출처 및 근거

ORD 기록
ord-091978e79fea444b8caf8f27f8199d7c
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04642378

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