Acetone → HCID 57679172、化合物

HRID 492151ノート

反応式

HRID 492151 の反応式
CC(C)=O.[C:5]([O:9][C:10](=[O:29])[N:11]([CH2:13][C:14]1([CH2:23][CH:24]2OCC[O:25]2)[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:16][CH2:15]1)[CH3:12])([CH3:8])([CH3:7])[CH3:6].C1(C)C=CC(S(O)(=O)=O)=CC=1.O>CCOCC>[CH3:12][N:11]([CH2:13][C:14]1([CH2:23][CH:24]=[O:25])[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:16][CH2:15]1)[C:10](=[O:29])[O:9][C:5]([CH3:8])([CH3:6])[CH3:7]

参加物

6

反応物 4

HCID 180AcetoneHCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 57679159HCID 57679159、化合物

生成物 1

HCID 57679172HCID 57679172、化合物収率 55.5%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-edc60a3a0b5543b797f2ce5425187b5f
出典データセット
uspto-grants-2009_05
特許番号
US07531661B2

反応ノート

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