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

HRID 2280671ノート

反応式

HRID 2280671 の反応式
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]

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5cc8d5390ed34231869d2270b3fcc883
出典データセット
uspto-grants-2015_09
特許番号
US09139548B2

反応ノート

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