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tert-Butanol → Tert-butyl 6-(benzenesulfonylmethyl)-3-bromo-2-hydroxybenzoate

HRID 1778364
ノート
印刷プレビュー

反応式

HRID 1778364 の反応式
[C:1]([OH:5])([CH3:4])([CH3:3])[CH3:2].C1(N=C=NC2CCCCC2)CCCCC1.[C:21]1([S:27]([CH2:30][C:31]2[C:36]([C:37](O)=[O:38])=[C:35]([OH:40])[C:34]([Br:41])=[CH:33][CH:32]=2)(=[O:29])=[O:28])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CN(C1C=CN=CC=1)C.C1COCC1>[C:21]1([S:27]([CH2:30][C:31]2[C:36]([C:37]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:38])=[C:35]([OH:40])[C:34]([Br:41])=[CH:33][CH:32]=2)(=[O:29])=[O:28])[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1
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 3

HCID 6386tert-ButanolHCID 10868DicyclohexylcarbodiimideHCID 666850906-(Benzenesulfonylmethyl)-3-bromo-2-hydroxybenzoic acid2 回

生成物 1

HCID 66686379Tert-butyl 6-(benzenesulfonylmethyl)-3-bromo-2-hydroxybenzoate

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒
HCID 8028
Tetrahydrofuran
溶媒

実験手順

tert-Butanol (1 mL) and N,N′-dicyclohexylcarbodiimide (0.4 g) were added to a solution of 6-(benzenesulfonylmethyl)-3-bromo-2-hydroxybenzoic acid (Intermediate 39, 0.48 g) and DMAP (0.016 g) in THF (10 mL) and the mixture was stirred for 18 hours. It 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 DCM to give tert-butyl 6-(benzenesulfonylmethyl)-3-bromo-2-hydroxybenzoate (0.34 g).

後処理

  1. customIt 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 DCM

出典と根拠

ORDレコード
ord-b8da9eff06844eb9b52fc214fc196707
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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