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Water → 5-(Hydroxymethyl)-2-iodophenol

HRID 1888711
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HRID 1888711 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[I:11])[C:5](O)=[O:6].B.C1COCC1.O>C1COCC1>[OH:6][CH2:5][C:4]1[CH:8]=[CH:9][C:10]([I:11])=[C:2]([OH:1])[CH:3]=1
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참가 물질

5

반응물 3

HCID 962WaterHCID 7368543-Hydroxy-4-iodobenzoic acidHCID 2723981Borane;tetrahydrofuran

생성물 1

HCID 185259415-(Hydroxymethyl)-2-iodophenol수율 88%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

To a solution of 3-hydroxy-4-iodobenzoic acid (20.9 g, 79.3 mmol) in anhydrous THF (160 mL) was added 1 M borane THF solution (240 mL, 240 mmol) by small portions, and the mixture was stirred at 60° C. for 2 hr. Water was added to the reaction mixture, and the mixture was extracted twice with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was washed with diisopropyl ether and hexane to give the title compound (17.4 g, yield 88%) as a white solid.

후처리

  1. extractionthe mixture was extracted twice with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. washthe residue was washed with diisopropyl ether and hexane

출처 및 근거

ORD 기록
ord-b8e881aa9c4f4ab0a87d087b2603073a
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08501804B2

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