Hydrochloric Acid → (S)-1-amino-2-methyl-1-phenylpropan-2-ol

HRID 588113ノート

反応式

HRID 588113 の反応式
C(OC(=O)[NH:7][C@@H:8]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:9]([OH:12])([CH3:11])[CH3:10])(C)(C)C.O1CCOCC1.Cl>C(Cl)Cl>[NH2:7][C@@H:8]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:9]([CH3:11])([OH:12])[CH3:10]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 58291964(S)-tert-butyl(2-hydroxy-2-methyl-1-phenylpropyl)carbamate

生成物 1

HCID 46941324(S)-1-amino-2-methyl-1-phenylpropan-2-ol

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of (S)-tert-butyl(2-hydroxy-2-methyl-1-phenylpropyl)carbamate (3.5 g, 13 mmol) in CH2Cl2 (20 mL) was added dioxane saturated with HCl gas (10 mL) and the contents were stirred at ambient temperature for 30 min. The volatiles were then removed under reduced pressure and the residue thus obtained was triturated with Et2O to afford (S)-1-amino-2-methyl-1-phenylpropan-2-ol. 1H NMR (300 MHz, DMSO-d6) δ 8.3 (bs, 2H), 7.47-7.37 (m, 5H), 5.34 (s, 1H), 4.1 (bs, 1H), 1.17 (s, 3H), 0.97 (s, 3H). Anal. Calcd. C10H15NO 165.2. Found 166.2 (M+H).

後処理

  1. customThe volatiles were then removed under reduced pressure
  2. customthe residue thus obtained
  3. customwas triturated with Et2O

出典と根拠

ORDレコード
ord-98dd9a63cb5f462799dbed254ccde52c
出典データセット
uspto-grants-2016_01
特許番号
US09226922B2

反応ノート

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