Water → 2-Methyl-2-phenylpropanal

HRID 704419

반응식

HRID 704419 반응식
C(Cl)(=O)C(Cl)=O.[CH3:7][C:8]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([CH3:11])[CH2:9][OH:10].C(N(CC)CC)C.O>ClCCl>[CH3:11][C:8]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([CH3:7])[CH:9]=[O:10]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 219535beta,beta-Dimethylbenzeneethanol

생성물 1

HCID 2838792-Methyl-2-phenylpropanal수율 81.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

To a solution of oxalylchloride (4.1 ml) in dichloromethane (100 ml) was added dropwise a solution of dimethylsufoxide (7.14 g) in dichloromethane (10 ml) at -60° C., and the mixture was stirred for 10 minutes. To the resultant mixture was added a solution of 2-methyl-2-phenylpropanol (6.16 g) in dichloromethane (15 ml) at the same temperature. After stirring for one hour, to the mixture was added triethylamine (20.7 g). The mixture was further stirred for 30 minutes and allowed to room temperature. After adding water, the mixture was extracted with dichloromethane. The extract was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resultant residue was subjected to silica gel (40 g) column chromatography and elution with 2% ethyl acetate hexane solution gave 4.93 g of 2-methyl-2-phenylpropanal.

후처리

  1. stirringAfter stirring for one hour, to the mixture
  2. stirringThe mixture was further stirred for 30 minutes
  3. customallowed to room temperature
  4. extractionthe mixture was extracted with dichloromethane
  5. washThe extract was washed with a saturated aqueous solution of sodium chloride
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. washThe resultant residue was subjected to silica gel (40 g) column chromatography and elution with 2% ethyl acetate hexane solution

출처 및 근거

ORD 기록
ord-5d6c495eb6e5443890604fe49e7c2e0d
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04987132

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