Methanol → Methyl 4'-hydroxy-2',6'-dimethyl-6-(phenoxymethyl)biphenyl-3-carboxylate

HRID 15663ノート

反応式

HRID 15663 の反応式
COC[O:4][C:5]1[CH:10]=[C:9]([CH3:11])[C:8]([C:12]2[C:17]([CH2:18][O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:16][CH:15]=[C:14]([C:26]([O:28][CH3:29])=[O:27])[CH:13]=2)=[C:7]([CH3:30])[CH:6]=1.CO.Cl.CO>C(COC)OC>[OH:4][C:5]1[CH:6]=[C:7]([CH3:30])[C:8]([C:12]2[C:17]([CH2:18][O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:16][CH:15]=[C:14]([C:26]([O:28][CH3:29])=[O:27])[CH:13]=2)=[C:9]([CH3:11])[CH:10]=1

参加物

5

反応物 3

HCID 887MethanolHCID 21893726Hydrochloride methanolHCID 59342603Methyl 4'-(methoxymethoxy)-2',6'-dimethyl-6-(phenoxymethyl)biphenyl-3-carboxylate

生成物 1

HCID 59342587Methyl 4'-hydroxy-2',6'-dimethyl-6-(phenoxymethyl)biphenyl-3-carboxylate収率 93.2%

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

反応条件

温度
45 °C

実験手順

To a solution of methyl 4′-(methoxymethoxy)-2′,6′-dimethyl-6-(phenoxymethyl)biphenyl-3-carboxylate (1.77 g, 4.35 mmol) in a mixed solvent of methanol (10 mL) and dimethoxyethane (5 mL) was added 10% hydrogen chloride-methanol solution (1 mL), and the mixture was stirred at 45° C. for 16 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=10:90-25:75) to give the title compound (1.47 g, yield 93%) as a colorless amorphous powder.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (ethyl acetate:hexane=10:90-25:75)

出典と根拠

ORDレコード
ord-e3ea9f516fe84867a164accc73782fa0
出典データセット
uspto-grants-2010_06
特許番号
US07732626B2

反応ノート

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