Ethanol → HCID 86709933, compound

HRID 1526766Notes

Reaction equation

HRID 1526766 reaction equation
[NH2:1][C@H:2]([C:7]1[CH:12]=[C:11]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH:10]=[C:9]([Br:17])[CH:8]=1)[CH2:3][C:4]([OH:6])=[O:5].[CH2:18](O)[CH3:19]>>[CH2:18]([O:5][C:4](=[O:6])[CH2:3][C@H:2]([NH2:1])[C:7]1[CH:12]=[C:11]([C:13]([CH3:14])([CH3:16])[CH3:15])[CH:10]=[C:9]([Br:17])[CH:8]=1)[CH3:19]

Participants

3

Reactant 2

HCID 702EthanolHCID 72950364HCID 72950364, compound

Product 1

HCID 86709933HCID 86709933, compound

Procedure

Absolute ethanol (500 mL, saturated with anhydrous HCl gas) was added to (S)-3-amino-3-(3-bromo-5-tert-butylphenyl)-propionic acid (37 g, 0.12 mol) and the reaction mixture was heated at reflux for 2 h to give a colorless solution. The solvent was removed in vacuo to give a cream-yellow foamy solid. The solid was washed with diethyl ether/hexane and the dried to give a yellow foamy solid (41 g).

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux for 2 h
  3. customto give a colorless solution
  4. customThe solvent was removed in vacuo
  5. customto give a cream-yellow foamy solid
  6. washThe solid was washed with diethyl ether/hexane
  7. customthe dried

Sources & evidence

ORD record
ord-def332a78e4441dd8c7bf18c5dd5627e
Source dataset
uspto-grants-2015_07
Patent number
US09085606B2

Reaction notes

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