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Tetrabutylammonium Fluoride → 2-Hydroxy-5-morpholin-4-yl-benzoic acid methyl ester

HRID 884434
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반응식

HRID 884434 반응식
[CH3:1][O:2][C:3](=[O:24])[C:4]1[CH:9]=[C:8]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)[CH:7]=[CH:6][C:5]=1[O:16][Si](C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[CH3:1][O:2][C:3](=[O:24])[C:4]1[CH:9]=[C:8]([N:10]2[CH2:11][CH2:12][O:13][CH2:14][CH2:15]2)[CH:7]=[CH:6][C:5]=1[OH:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 692968702-(Tert-butyl-dimethyl-silanyloxy)-5-morpholin-4-yl-benzoic acid methyl ester

생성물 1

HCID 588051472-Hydroxy-5-morpholin-4-yl-benzoic acid methyl ester수율 31%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 2-(tert-butyl-dimethyl-silanyloxy)-5-morpholin-4-yl-benzoic acid methyl ester (1.0 g, 2.8 mmol) in tetrahydrofuran (35 mL) was treated with tetrabutylammonium fluoride (3.55 g, 11.25 mmol) and stirred for 2 h at room temperature. The reaction mixture was concentrated and purified by flash chromatography (silica gel, 4×7.5 cm, eluted with 80/20 hexanes/EtOAc) to yield the final product as a yellow solid (206 mg, 31%).

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후처리

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by flash chromatography (silica gel, 4×7.5 cm, eluted with 80/20 hexanes/EtOAc)

출처 및 근거

ORD 기록
ord-d29577ee45af4b419cd5d668d0c5b5cc
출처 데이터셋
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08242115B2

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