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

HRID 1778364
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인쇄 미리보기

반응식

HRID 1778364 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 6386tert-ButanolHCID 10868DicyclohexylcarbodiimideHCID 666850906-(Benzenesulfonylmethyl)-3-bromo-2-hydroxybenzoic acid2회

생성물 1

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

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매
HCID 8028
Tetrahydrofuran
용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-b8da9eff06844eb9b52fc214fc196707
출처 데이터셋
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09266896B2

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