Acetone → HCID 57679172, 화합물

HRID 733443노트

반응식

HRID 733443 반응식
CC(C)=O.[O:5]1CCO[CH:6]1[CH2:10][C:11]1([CH2:20][N:21]([CH3:29])[C:22](=[O:28])[O:23][C:24]([CH3:27])([CH3:26])[CH3:25])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13][CH2:12]1.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>CCOCC>[CH3:29][N:21]([CH2:20][C:11]1([CH2:10][CH:6]=[O:5])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13][CH2:12]1)[C:22](=[O:28])[O:23][C:24]([CH3:27])([CH3:25])[CH3:26]

참가 물질

6

반응물 4

HCID 180AcetoneHCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 57679159HCID 57679159, 화합물

생성물 1

HCID 57679172HCID 57679172, 화합물수율 55.5%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

An acetone solution of tert-butyl [1-(1,3-dioxolan-2-ylmethyl)-2,3-dihydro-1H-inden-1-yl]methyl(methyl)carbamate (14.33 g, 41.24 mmole), para-toluene sulfonic acid (1 equivalent) and 50 ml of water were stirred overnight at room temperature. Evaporation of the acetone resulted in an oily slurry. Ether was added and washed with water, followed by NaHCO3 sat. and dried over MgSO4. Evaporation of the ether followed by flash chromatography on silica with 15% EtOAc and hexanes afforded 6.9383 g of tert-butyl methyl{[1-(2-oxoethyl)-2,3-dihydro-1H-inden-1-yl]methyl}carbamate as an oil.

후처리

  1. customEvaporation of the acetone
  2. customresulted in an oily slurry
  3. washwashed with water
  4. dry with materialdried over MgSO4
  5. customEvaporation of the ether

출처 및 근거

ORD 기록
ord-ee24a11238c54a0c831b1f6002ebbb60
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07589204B2

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