HCID 12796233, compound → HCID 12796252, compound

HRID 1262540Notes

Reaction equation

HRID 1262540 reaction equation
[CH3:1][O:2][C:3](=[O:20])[CH2:4][NH:5][C:6](=[O:19])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH:16]=[CH2:17])=[C:10]([Cl:18])[CH:9]=1.[H][H]>C(O)C.O=[Pt]=O>[CH3:1][O:2][C:3](=[O:20])[CH2:4][NH:5][C:6](=[O:19])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH3:17])=[C:10]([Cl:18])[CH:9]=1

Participants

5

Reactant 2

HCID 12796233HCID 12796233, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12796252HCID 12796252, compoundYield 19.9%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

4-Allyloxy-3-chloro-phenylacetyl-glycine methyl ester (see Example 6; 3.0 g) was dissolved in absolute ethanol (100 ml) and Adams catalyst (20 mg) was added. Hydrogenation was carried out in an atmospheric pressure hydrogenator for 5 hrs. until hydrogen (310 ml) had been taken up. The catalyst was removed from the reaction mixture by filtration, the solvent was evaporated at reduced pressure, and light petroleum (b.p. 40°-60° C.) was added to the residue; a solid product (600 mg) of m.p. 76°-80° C. was obtained. After recrystallisation from chloroform/light petroleum (b.p. 40°-60° C.), the abovenamed product (200 mg), m.p. 79°-82° C., was obtained.

Workup

  1. customThe catalyst was removed from the reaction mixture by filtration
  2. customthe solvent was evaporated at reduced pressure, and light petroleum (b.p. 40°-60° C.)
  3. additionwas added to the residue

Sources & evidence

ORD record
ord-19637cc6ff4a49a79e3ead5ba31ba6b1
Source dataset
uspto-grants-1984_06
Patent number
US04452783

Reaction notes

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