4-(4'-Hydroxyphenyl)-2-butanone → HCID 23119605、化合物

HRID 458499

反応式

HRID 458499 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10](=[O:12])[CH3:11])=[CH:4][CH:3]=1.Br[CH2:14][CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18].[H-].[Na+]>CN(C)C=O>[O:12]=[C:10]([CH3:11])[CH2:9][CH2:8][C:5]1[CH:4]=[CH:3][C:2]([O:1][CH2:14][CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:7][CH:6]=1

参加物

5

反応物 3

HCID 216484-(4'-Hydroxyphenyl)-2-butanone2 回HCID 24758Sodium hydrideHCID 76300Ethyl 4-bromobutyrate

生成物 1

HCID 23119605HCID 23119605、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

The hapten [10-O-(carboxypropyl)]ractopamine ether(Hapten A—derivatised at position 10) was prepared in three steps according to FIG. 3 of the accompanying drawings, from 4-(4-hydroxyphenyl)-2-butanone, 2. The reaction of 4-(4-hydroxyphenyl)-2-butanone, 2 with ethyl 4-bromobutyrate in dimethylformamide (DMF) in the presence of sodium hydride (NaH), gives ethyl 4-[4-(3-oxobutyl)phenoxy]butanoate 3. The ketoester, 3, obtained was reacted with octopamine hydrochloride, 4, in methanol in the presence of triethylamine (TEA) and sodium cyanoborohydride (Na BH3CN) to give 10-O-[3-(ethoxycarbonyl)propyl]ractopamine ether 5, in moderate yields. The hapten A was obtained after saponification of the ester, 5, with sodium hydroxide (NaOH) (2N) in methanol.

出典と根拠

ORDレコード
ord-aa8bb319c37c4ad38ea2d93a89e1cd4a
出典データセット
uspto-grants-2007_03
特許番号
US07192722B2

関連ノート

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