Potassium Carbonate → Methyl 3-(3-chloropropoxy)-4-methoxybenzoate

HRID 384752ノート

反応式

HRID 384752 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[C:5]([O:7][CH3:8])=[O:6].C1(C)C=CC(S(O[CH2:24][CH2:25][CH2:26][Cl:27])(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+]>>[Cl:27][CH2:26][CH2:25][CH2:24][O:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[C:5]([O:7][CH3:8])=[O:6]

参加物

4

実験手順

The aforementioned J. Med. Chem., 44, 3965 (2001) further describes a process for preparing a 4-alkoxy-5-halogenoalkoxy-2-nitrobenzoic acid compound from a 4-alkoxy-3-hydroxybenzoic acid compound. For example, methyl 3-hydroxy-4-methoxybenzoate is reacted with 3-chloropropyl p-toluenesulfonate in an aqueous potassium carbonate solution in the presence of tricaprylmethyl ammonium chloride to produce methyl 3-(3-chloropropoxy)-4-methoxybenzoate, and the methyl 3-(3-chloropropoxy)-4-methoxybenzoate is reacted with 70% nitric acid in a mixture of dichloromethane and acetic acid, to give methyl 5-(3-chloropropoxy)-4-methoxy-2-nitrobenzoate in 61% yield (based on the amount of methyl 3-hydroxy-4-methoxybenzoate).

出典と根拠

ORDレコード
ord-0ee82d87c05c4633936ce0e9ed035158
出典データセット
uspto-grants-2013_02
特許番号
US08367824B2

反応ノート

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