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3,3-Dimethylbutanoyl chloride → Methyl 3-[3-(3,3-dimethyl-1-oxo-1-butyl)-5-(quinolin-2-ylmethoxy)indol-2-yl]-2,2-dimethyl-propanoate

HRID 327244
ノート
印刷プレビュー

反応式

HRID 327244 の反応式
[Al+3].[Cl-].[Cl-].[Cl-].[CH3:5][C:6]([CH3:12])([CH3:11])[CH2:7][C:8](Cl)=[O:9].[N:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][C:14]=1[CH2:23][O:24][C:25]1[CH:26]=[C:27]2[C:31](=[CH:32][CH:33]=1)[NH:30][C:29]([CH2:34][C:35]([CH3:41])([CH3:40])[C:36]([O:38][CH3:39])=[O:37])=[CH:28]2.C(C(C(C([O-])=O)O)O)([O-])=O>C(Cl)Cl>[CH3:5][C:6]([CH3:12])([CH3:11])[CH2:7][C:8]([C:28]1[C:27]2[C:31](=[CH:32][CH:33]=[C:25]([O:24][CH2:23][C:14]3[CH:15]=[CH:16][C:17]4[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=4)[N:13]=3)[CH:26]=2)[NH:30][C:29]=1[CH2:34][C:35]([CH3:41])([CH3:40])[C:36]([O:38][CH3:39])=[O:37])=[O:9]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 815143,3-Dimethylbutanoyl chlorideHCID 38061142,3-DihydroxybutanedioateHCID 6451240Aluminum(III) ChlorideHCID 18947552Methyl 3-[5-(quinolin-2-ylmethoxy)indol-2-yl]-2,2-dimethylpropanoate

生成物 1

HCID 18947551Methyl 3-[3-(3,3-dimethyl-1-oxo-1-butyl)-5-(quinolin-2-ylmethoxy)indol-2-yl]-2,2-dimethyl-propanoate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a suspension of AlCl3 (5.7 g, 42 mmol) in CH2Cl2 (30 mL) at 0° C. was added 3,3-dimethylbutanoyl chloride (2.4 mL. 17 mmol). After 15 minutes at 0° C., a solution of the ester from step C (3.0 g, 7.7 mmol) in CH2Cl2 (10 mL) was added by double-tipped needle. The mixture was stirred a further 20 minutes, at which point it was poured into a mixture of 0.5M Na, K tartrate (150 mL) and ice (100 g). The product was extracted with EtOAc, and the organic layer was washed successively with 0.5M NaK tartrate, H2O, and brine. The solvent was then removed and yellow/orange oil (3.5 g) was used without purification in the following step.

後処理

  1. extractionThe product was extracted with EtOAc
  2. washthe organic layer was washed successively with 0.5M NaK tartrate, H2O, and brine
  3. customThe solvent was then removed
  4. customyellow/orange oil (3.5 g) was used without purification in the following step

出典と根拠

ORDレコード
ord-4cf50b56211a4dc09b1bc0e15b3f5056
出典データセット
uspto-grants-1993_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05272145

反応ノート

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