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

HRID 588113노트

반응식

HRID 588113 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-98dd9a63cb5f462799dbed254ccde52c
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09226922B2

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