Ethanol → (R)-2-amino-2-(6-(4,4-dimethylcyclohexyloxy)naphthalen-2-yl)propan-1-ol

HRID 1036410

反応式

HRID 1036410 の反応式
[CH3:1][C:2]1([CH3:26])[CH2:7][CH2:6][CH:5]([O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[CH:15]=[C:14]([C@:19]2([CH3:25])[CH2:23][O:22]C(=O)[NH:20]2)[CH:13]=[CH:12]3)[CH2:4][CH2:3]1.[OH-].[Li+].C(O)C.O>>[NH2:20][C@@:19]([C:14]1[CH:13]=[CH:12][C:11]2[C:16](=[CH:17][CH:18]=[C:9]([O:8][CH:5]3[CH2:6][CH2:7][C:2]([CH3:26])([CH3:1])[CH2:3][CH2:4]3)[CH:10]=2)[CH:15]=1)([CH3:25])[CH2:23][OH:22]

参加物

5

反応物 4

HCID 702EthanolHCID 962WaterHCID 3939Lithium HydroxideHCID 67414756(R)-4-(6-(4,4-dimethylcyclohexyloxy)naphthalen-2-yl)-4-methyloxazolidin-2-one

生成物 1

HCID 46196208(R)-2-amino-2-(6-(4,4-dimethylcyclohexyloxy)naphthalen-2-yl)propan-1-ol

実験手順

The mixture of (R)-4-(6-(4,4-dimethylcyclohexyloxy)naphthalen-2-yl)-4-methyloxazolidin-2-one and lithium hydroxide (45 mg, 0.0019 mol) in ethanol (1.1 mL, 0.019 mol) and water (0.37 mL, 0.021 mol) was heated to reflux for overnight. The crude product was partitioned between ethyl acetate and water and the ethyl acetate layer was concentrated and the crude was brought up in methanol and purified by HPLC. MS: m/z=311.2 [M−NH2]+

後処理

  1. temperaturewas heated
  2. temperatureto reflux for overnight
  3. customThe crude product was partitioned between ethyl acetate and water
  4. concentrationthe ethyl acetate layer was concentrated
  5. custompurified by HPLC

出典と根拠

ORDレコード
ord-19785f35912243d49ad3902c1cce695b
出典データセット
uspto-grants-2013_10
特許番号
US08546359B2

関連ノート

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