(4'-(Benzyloxy)-4-fluoro-2',6'-dimethylbiphenyl-3-yl)methanol → 4'-Fluoro-3'-(hydroxymethyl)-2,6-dimethylbiphenyl-4-ol

HRID 2280671노트

반응식

HRID 2280671 반응식
C([O:8][C:9]1[CH:14]=[C:13]([CH3:15])[C:12]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[C:18]([CH2:23][OH:24])[CH:17]=2)=[C:11]([CH3:25])[CH:10]=1)C1C=CC=CC=1>CO.[Pd]>[F:22][C:19]1[CH:20]=[CH:21][C:16]([C:12]2[C:13]([CH3:15])=[CH:14][C:9]([OH:8])=[CH:10][C:11]=2[CH3:25])=[CH:17][C:18]=1[CH2:23][OH:24]

참가 물질

4

반응물 1

HCID 89701768(4'-(Benzyloxy)-4-fluoro-2',6'-dimethylbiphenyl-3-yl)methanol

생성물 1

HCID 897017694'-Fluoro-3'-(hydroxymethyl)-2,6-dimethylbiphenyl-4-ol수율 83.3%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

The crude (4′-(benzyloxy)-4-fluoro-2′,6′-dimethylbiphenyl-3-yl)methanol 18b (370 mg, 1.10 mmol) was dissolved in 5 mL of methanol, followed by addition of Pd/C (40 mg, 10%) under hydrogen atomosphere. The reaction mixture was stirred for 12 hours. The resulting mixture was filtered. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography with elution system B to obtain the title compound 4′-fluoro-3′-(hydroxymethyl)-2,6-dimethylbiphenyl-4-ol 18c (225 mg, yield 83.3%) as a white solid.

후처리

  1. filtrationThe resulting mixture was filtered
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. customthe residue was purified by silica gel column chromatography with elution system B

출처 및 근거

ORD 기록
ord-5cc8d5390ed34231869d2270b3fcc883
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09139548B2

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