反応式
[OH:1][CH:2]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH3:18])[CH2:3][CH2:4][C:5]([O:7]C(C)(C)C)=[O:6].CO.[OH-].[Na+:22]>O1CCCC1>[OH:1][CH:2]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH3:18])[CH2:3][CH2:4][C:5]([O-:7])=[O:6].[Na+:22]参加物
5
実験手順
A solution of t-butyl 4-hydroxy-4-(2-methylphenyl)butanoate, thought to be the (R)-enantiomer, (0.5 g) in tetrahydrofuran (3 mL) and methanol (3 mL) is treated with aqueous sodium hydroxide solution (5 N; 0.5 mL) and stirred at ambient temperature for 8 hours. The reaction mixture is concentrated to dryness. The resulting residue is treated with isopropanol (10 mL) and stirred for 30 minutes, and the resulting precipitate is collected and washed with isopropyl ether, to give sodium 4-hydroxy-4-(2-methylphenyl)butanoate, thought to be the (R)-enantiomer, (300 mg) in the form of a white solid, m.p. above 250° C.; 25[α]D=+34° (c=0.01; CH3OH); [NMR(DMSO-d6) (300 MHz):- 1.58-1.75 (m,2H),2.11(m,2H),2.22(s,3H),4.75(m,1H),7.05-7.48 (m.4H).
後処理
- concentrationThe reaction mixture is concentrated to dryness
- additionThe resulting residue is treated with isopropanol (10 mL)
- stirringstirred for 30 minutes
- customthe resulting precipitate is collected
- washwashed with isopropyl ether
出典と根拠
- ORDレコード
- ord-ced9dd7567274885b3435da95ecb6232
- 出典データセット
- uspto-grants-2001_04
- 特許番号
- US06211234B1
関連ノート
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