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Water → 4-[2-(Benzyloxy)-4-ethylphenoxy]-3-fluorophenol

HRID 626061
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HRID 626061 반응식
C([O:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[CH:17]=[CH:16][C:15]([CH2:18][CH3:19])=[CH:14][C:13]=2[O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[C:7]([F:28])[CH:6]=1)(=O)C.O.[OH-].[K+]>CO>[CH2:21]([O:20][C:13]1[CH:14]=[C:15]([CH2:18][CH3:19])[CH:16]=[CH:17][C:12]=1[O:11][C:8]1[CH:9]=[CH:10][C:5]([OH:4])=[CH:6][C:7]=1[F:28])[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1
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참가 물질

5

반응물 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 591913664-[2-(Benzyloxy)-4-ethylphenoxy]-3-fluorophenyl acetate

생성물 1

HCID 591912354-[2-(Benzyloxy)-4-ethylphenoxy]-3-fluorophenol수율 44.3%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
65 °C

실험 절차

To a solution of 4-[2-(benzyloxy)-4-ethylphenoxy]-3-fluorophenyl acetate (1.6 g, 4.2 mmol) in MeOH:H2O (35 ml:35 ml), was added KOH (0.83 g, 14.8 mmol). The mixture was heated at 65° C. for 4.5 hours, concentrated in vacuo, then extracted with EtOAC (25 ml*2). Combined organic phases were dried over Na2SO4 and concentrated. The residue was purified by column chromatography, (pet ether: EtOAC 95:5), to yield the title compound as a white solid (630 mg; 44%) LCMS m/z 336.9 (M−H)−

후처리

  1. concentrationconcentrated in vacuo
  2. extractionextracted with EtOAC (25 ml*2)
  3. dry with materialCombined organic phases were dried over Na2SO4
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography, (pet ether: EtOAC 95:5),

출처 및 근거

ORD 기록
ord-36bb8010fb824902af95f5f7d8c6d474
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09309179B2

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