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Potassium Carbonate → Tert-butyl 6-(benzenesulfonylmethyl)-3-bromo-2-carbamoylmethoxybenzoate

HRID 1778363
ノート
印刷プレビュー

反応式

HRID 1778363 の反応式
Br[CH2:2][C:3]([NH2:5])=[O:4].C(=O)([O-])[O-].[K+].[K+].[C:12]1([S:18]([CH2:21][C:22]2[C:27]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])=[C:26]([OH:35])[C:25]([Br:36])=[CH:24][CH:23]=2)(=[O:20])=[O:19])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CC(C)=O>[C:12]1([S:18]([CH2:21][C:22]2[C:27]([C:28]([O:30][C:31]([CH3:32])([CH3:33])[CH3:34])=[O:29])=[C:26]([O:35][CH2:2][C:3](=[O:4])[NH2:5])[C:25]([Br:36])=[CH:24][CH:23]=2)(=[O:19])=[O:20])[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 696322-BromoacetamideHCID 66686379Tert-butyl 6-(benzenesulfonylmethyl)-3-bromo-2-hydroxybenzoate2 回

生成物 1

HCID 66685566Tert-butyl 6-(benzenesulfonylmethyl)-3-bromo-2-carbamoylmethoxybenzoate収率 77.8%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

2-Bromoacetamide (0.12 g) and potassium carbonate (0.28 g) were added to solution of tert-butyl 6-(benzenesulfonylmethyl)-3-bromo-2-hydroxybenzoate (Intermediate 38, 0.34 g) in acetone (10 mL) and the mixture was stirred for 18 hours. The mixture was evaporated to dryness and the residue was suspended in DCM and the insoluble material was removed by filtration. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica, eluting with a mixture of ethyl acetate and pentane with a gradient of 50-60% to give tert-butyl 6-(benzenesulfonylmethyl)-3-bromo-2-carbamoylmethoxybenzoate (0.30 g).

後処理

  1. customThe mixture was evaporated to dryness
  2. customthe insoluble material was removed by filtration
  3. customThe filtrate was evaporated to dryness
  4. customthe residue was purified by chromatography on silica
  5. washeluting with a mixture of ethyl acetate and pentane with a gradient of 50-60%

出典と根拠

ORDレコード
ord-e49b6ba46d004dacbe692cda2659d3a1
出典データセット
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09266896B2

反応ノート

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