Phthalimide potassium salt → 2-[4-(3,3-Dimethyl-butyryl)-benzyl]-isoindole-1,3-dione

HRID 911586ノート

反応式

HRID 911586 の反応式
[CH3:1][C:2]([CH3:15])([CH3:14])[CH2:3][C:4]([C:6]1[CH:13]=[CH:12][C:9]([CH2:10]Br)=[CH:8][CH:7]=1)=[O:5].[C:16]1(=[O:26])[NH:20][C:19](=[O:21])[C:18]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:17]12.[K]>CN(C=O)C.CCOC(C)=O>[CH3:1][C:2]([CH3:15])([CH3:14])[CH2:3][C:4]([C:6]1[CH:13]=[CH:12][C:9]([CH2:10][N:20]2[C:16](=[O:26])[C:17]3[C:18](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:19]2=[O:21])=[CH:8][CH:7]=1)=[O:5]

参加物

5

反応物 2

HCID 24194345Phthalimide potassium saltHCID 57656172HCID 57656172、化合物

生成物 1

HCID 576560342-[4-(3,3-Dimethyl-butyryl)-benzyl]-isoindole-1,3-dione収率 100%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Add 4-(3,3-dimethyl-butyryl)-benzyl bromide (1 g, 3.731 mmol) to a stirred suspension of potassium phthalimide (0.705 g, 3.805 mmol) in anhydrous DMF (20 mL). Stir the mixture overnight at room temperature. Dilute with EtOAc and wash twice with ice-cold water. Dry the organic layer over Na2SO4, filter and concentrate in vacuo. Purify the crude mixture by chromatography on silica gel eluting sequentially with hexane and hexane/EtOAc (19:1, 4:1) to provide the desired intermediate as oil (1.24 g, 100%).

後処理

  1. washwash twice with ice-cold water
  2. dry with materialDry the organic layer over Na2SO4
  3. filtrationfilter
  4. concentrationconcentrate in vacuo
  5. customPurify the crude mixture by chromatography on silica gel eluting sequentially with hexane and hexane/EtOAc (19:1, 4:1)

出典と根拠

ORDレコード
ord-59dc6b84e83c4b659cc8627f374efe5e
出典データセット
uspto-grants-2011_09
特許番号
US08022062B2

反応ノート

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