Methylhydroquinone → 4-Benzoyloxy-2-methylphenol

HRID 277650

反応式

HRID 277650 の反応式
[CH3:1][C:2]1[CH:8]=[C:7]([OH:9])[CH:6]=[CH:5][C:3]=1[OH:4].[C:10](Cl)(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[C:10]([O:9][C:7]1[CH:6]=[CH:5][C:3]([OH:4])=[C:2]([CH3:1])[CH:8]=1)(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

参加物

3

反応物 2

HCID 7253MethylhydroquinoneHCID 7412Benzoyl chloride

生成物 1

HCID 146503304-Benzoyloxy-2-methylphenol収率 68.2%

実験手順

Using 5.0 g of methylhydroquinone and 5.6 g of benzoyl chloride, the procedure of Reference Example was followed. Recrystallization from ethanol-isopropyl ether gave 6.2 g of 4-benzoyloxy-2-methylphenol as white crystals, m.p. 120-122. Then, using 6.2 g of thus obtained white crystals, 5.1 g of benzyl bromide and 4.1 g of anhydrous potassium carbonate, the procedure of Reference Example was followed to give 7.6 g of 1-benzyloxy-2-methyl-4-benzoyloxybenzene as white crystals, m.p. 118-119° C. Then, using 7.6 g of thus obtained white crystals, 15 ml of 2N NaOH and 100 ml of methanol, the procedure of Reference Example was followed to give 3.8 g of 4-benzyloxy-3-methylphenol as white crystals, m.p. 70-71° C. Then, using 2.1 g of thus obtained white crystals, 1.4 g of anhydrous potassium carbonate, 4.6 g of chloromethyloxirane and 1.9 g of 1-(2-methoxyphenyl)piperazine, the procedures of Examples 1-A and 2 were followed. Recrystallization from methanol-ethyl acetate gave 3.0 g of white crystals, m.p. 214-216° C. (decomp.).

後処理

  1. customRecrystallization from ethanol-isopropyl ether

出典と根拠

ORDレコード
ord-6b00fa4521564013894a818b385466b3
出典データセット
uspto-grants-2002_03
特許番号
US06358515B2

関連ノート

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