Dichloromethane → 4-Amino-4-(3-ethoxy-4-methoxyphenyl)butan-2-ol hydrochloride

HRID 433288ノート

反応式

HRID 433288 の反応式
C(OC([NH:8][CH:9]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([O:22][CH2:23][CH3:24])[CH:15]=1)[CH2:10][CH:11]([OH:13])[CH3:12])=O)(C)(C)C.O1CCOCC1.C(Cl)[Cl:32]>>[ClH:32].[NH2:8][CH:9]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([O:22][CH2:23][CH3:24])[CH:15]=1)[CH2:10][CH:11]([OH:13])[CH3:12]

参加物

4

反応物 3

HCID 6344DichloromethaneHCID 312751,4-DioxaneHCID 131724264Tert-butyl (1-(3-ethoxy-4-methoxyphenyl)-3-hydroxybutyl)carbamate

生成物 1

HCID 187583154-Amino-4-(3-ethoxy-4-methoxyphenyl)butan-2-ol hydrochloride収率 85%

実験手順

A mixture of (tert-butoxy)-N-[1-(3-ethoxy-4-methoxyphenyl)-3-hydroxybutyl]carboxamide (0.98 g, 2.89 mmol) and 4Nhydrochloric acid/dioxane (3 mL) in methylene chloride (10 mL) was stirred at room temperature for 16 hours. The resulting slurry was filtered and washed with ethyl acetate to give 4-amino-4-(3-ethoxy-4-methoxyphenyl)butan-2-ol hydrochloride as a white solid (0.68 g, 85%); 1H NMR (D2O) δ7.12 (m, 3H), 4.47 (t, J=7.0 Hz, 1H), 4.20 (q, J=7.4 Hz, 2H), 3.90 (s, 3H), 3.83-3.76 (m, 1H), 2.21-2.15 (m, 2H), 1.43 (t, J=6.9 Hz, 3H), 1.24 (d, J=6.1 Hz, 3H); 13C NMR (D2O) δ151.75, 150.48, 131.92, 123.09, 115.05, 114.54, 67.86, 66.98, 58.53, 55.35, 44.41, 24.49, 16.68.

後処理

  1. filtrationThe resulting slurry was filtered
  2. washwashed with ethyl acetate

出典と根拠

ORDレコード
ord-b283f32193fb41d7abc60ed61d523cc3
出典データセット
uspto-grants-2003_12
特許番号
US06667316B1

反応ノート

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