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4-Bromo-3-(butyloxy)benzoic acid → (4-Bromo-3-(butyloxy)phenyl)methanol

HRID 1662336
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인쇄 미리보기

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HRID 1662336 반응식
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][C:3]=1[O:11][CH2:12][CH2:13][CH2:14][CH3:15]>C1COCC1>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][OH:7])=[CH:4][C:3]=1[O:11][CH2:12][CH2:13][CH2:14][CH3:15]
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참가 물질

3

반응물 1

HCID 577062304-Bromo-3-(butyloxy)benzoic acid

생성물 1

HCID 57705850(4-Bromo-3-(butyloxy)phenyl)methanol수율 102.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
65 °C

실험 절차

A solution of 20.1 (0.68 g, 2490 μmol) in THF (5 mL) was treated with borane THF complex (4979 μL, 4979 μmol) and stirred overnight at 65° C. The reaction mixture was quenched with MeOH, diluted with EtOAc, and washed with water and brine. The organic layer was dried over Na2SO4 and concentrated. The crude product was purified by combiflash (10 to 50% EtOAc/hexanes) yielding 20.2 (659.3 mg, 102% yield).

후처리

  1. customThe reaction mixture was quenched with MeOH
  2. additiondiluted with EtOAc
  3. washwashed with water and brine
  4. dry with materialThe organic layer was dried over Na2SO4
  5. concentrationconcentrated
  6. customThe crude product was purified by combiflash (10 to 50% EtOAc/hexanes)

출처 및 근거

ORD 기록
ord-742b83af6866476c8c5c823506a9982a
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08030354B2

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