(+-)-2-Butanol → HCID 68688118, compound

HRID 1296286Notes

Reaction equation

HRID 1296286 reaction equation
[NH2:1][CH2:2][C:3]([O:5]CC)=O.[CH:8](O)([CH2:10][CH3:11])[CH3:9]>C1(C)C=CC=CC=1>[CH2:9]([C@@:2]1([CH3:9])[NH:1][C:3](=[O:5])[CH2:2][NH:1][C:3]1=[O:5])[C:8]1[CH:11]=[CH:10][CH:8]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 6568(+-)-2-ButanolHCID 12176Glycine ethyl ester

Product 1

HCID 68688118HCID 68688118, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of α-methyl-(R)-phenylalanyl)glycine, ethyl ester (0.63 g, 2.4 mmol) in sec-butanol (14 ml) and toluene (7 ml) was stirred at reflux. After 21 h, the solvent was removed in vacuo and the residue azeotroped with toluene (3×) to afford the product (0.51 g, 100% yield) as a white solid. MS (ESI) 219 (M+H). This was used in the next step without further purification.

Workup

  1. temperatureat reflux
  2. customthe solvent was removed in vacuo
  3. customthe residue azeotroped with toluene (3×)

Sources & evidence

ORD record
ord-79d8baf6723245d28162526406c4c199
Source dataset
uspto-grants-2007_07
Patent number
US07244843B2

Reaction notes

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