1-Butanol → Hydrochloric Acid

HRID 2361111Notes

Reaction equation

HRID 2361111 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[C@H:5]([OH:16])[C@H:6]([NH2:15])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[Cl:14])[CH3:2].[ClH:18].[CH2:19](O)[CH2:20]CC>>[CH2:1]([O:3][C:4](=[O:17])[C@H:5]([OH:16])[C@H:6]([NH2:15])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[Cl:14])[CH2:2][CH2:19][CH3:20].[ClH:18]

Participants

5

Reactant 3

HCID 2631-ButanolHCID 313Hydrochloric AcidHCID 71073615(2R,3R)-3-Amino-4-(2-chloro-phenyl)-2-hydroxy-butyric acid ethyl ester

Product 2

HCID 313Hydrochloric AcidHCID 71073857(2R,3R)-3-amino-4-(2-chloro-phenyl)-2-hydroxy-butyric Acid Butyl Ester

Conditions

Temperature
70 °C

Procedure

(2R,3R)-3-Amino-4-(2-chloro-phenyl)-2-hydroxy-butyric acid ethyl ester (100 mg, 0.4 mmol) was combined with 1-butanol (5 mL) and concentrated HCl (1 mL) and heated at 70° C. for 24 hours. Excess solvent was removed to yield the title compound as an HCl salt.

Workup

  1. customExcess solvent was removed

Sources & evidence

ORD record
ord-3e2b6aef28d34d5786931b1c729feae7
Source dataset
uspto-grants-2014_04
Patent number
US08686184B2

Reaction notes

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