HCID 68716223, compound → HCID 68715316, compound

HRID 1911555Notes

Reaction equation

HRID 1911555 reaction equation
[NH2:1][C@@H:2](/[CH:5]=[CH:6]/[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[CH:8]=1)[CH2:3][OH:4]>C(O)C.[Pt]>[NH2:1][C@@H:2]([CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[CH:8]=1)[CH2:3][OH:4]

Participants

4

Reactant 1

HCID 68716223HCID 68716223, compound

Product 1

HCID 68715316HCID 68715316, compoundYield 65.1%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent

Procedure

To a stirred solution of (E)-(S)-2-amino-4-(3-chloro-phenyl)-but-3-en-1-ol (155 mg) at r.t. in ethanol (5 ml) under an argon atmosphere was added 5% Pt/C (16 mg). The mixture was stirred at r.t. under a hydrogen atmosphere for 20 hrs. The catalyst was filtered off and the filtrate was concentrated to give (S)-2-amino-4-(3-chloro-phenyl)-butan-1-ol (102 mg, 65%) as light yellow oil. MS (ISP): 202.2 ([{37Cl}M+H]+), 200.2 ([{35Cl}M+H]+).

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-0bd124b6d739463faec560286b668945
Source dataset
uspto-grants-2013_12
Patent number
US08604061B2

Reaction notes

Loading…