Water → 1,1-Diphenylpropan-1-ol

HRID 1614801노트

반응식

HRID 1614801 반응식
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)(=[O:4])[CH2:2][CH3:3].[C:11]1([Mg]Br)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[Cl-].[NH4+].O>C(OCC)C.C1CCCCC1>[C:5]1([C:1]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)([OH:4])[CH2:2][CH3:3])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 71481-Phenyl-1-propanoneHCID 25517Ammonium ChlorideHCID 178418255HCID 178418255, 화합물

생성물 1

HCID 2261491,1-Diphenylpropan-1-ol수율 83%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매2회HCID 8078Cyclohexane용매

실험 절차

To a well-stirred solution of propiophenone (20.1 g, 0.15 mol) in dry diethyl ether (125 ml) kept under nitrogen at room temperature was added a solution of phenylmagnesium bromide (55 ml, 3 M in diethyl ether) in dry diethyl ether (25 ml). The reaction mixture was stirred for 1 h and a mixture of a saturated ammonium chloride solution (100 ml) and water (50 ml) was added. The phases were separated and the aqueous phase was extracted with diethyl ether (100 ml). The combined organic phases was washed with a 0.5 N hydrochloric acid solution and dried over sodium sulphate. The solvent was evaporated in vacuo to give a solid residue which was trituated with cyclohexane (100 ml). The solid was collected by filtration and dried to give 26.4 g (83%) of 1,1-diphenyl-1-propanol.

후처리

  1. customkept under nitrogen at room temperature
  2. additionwas added
  3. customThe phases were separated
  4. extractionthe aqueous phase was extracted with diethyl ether (100 ml)
  5. washThe combined organic phases was washed with a 0.5 N hydrochloric acid solution
  6. dry with materialdried over sodium sulphate
  7. customThe solvent was evaporated in vacuo
  8. customto give a solid residue which
  9. filtrationThe solid was collected by filtration
  10. customdried

출처 및 근거

ORD 기록
ord-51dbd7c095344d82be0455dab1a454cb
출처 데이터셋
uspto-grants-1993_03
특허 번호
US05198451

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