HCID 53487776, compound → HCID 22326191, compound

HRID 1356954Notes

Reaction equation

HRID 1356954 reaction equation
[C:1]([C:4]1[CH:14]=[C:13]([OH:15])[CH:12]=[CH:11][C:5]=1/[CH:6]=[CH:7]/[C:8]([OH:10])=[O:9])(=[O:3])[CH3:2]>CO>[C:1]([CH:4]1[CH:14]=[C:13]([OH:15])[CH:12]=[CH:11][CH:5]1/[CH:6]=[CH:7]/[C:8]([OH:10])=[O:9])(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 53487776HCID 53487776, compound

Product 1

HCID 22326191HCID 22326191, compoundYield 97.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Some ortho-coumaric acid was acetylated under conventional conditions to obtain ortho-acetyl coumaric acid with a yield of 49% after recrystallisation. 5.54 g (26.9 mmol) o-acetyl coumaric acid was then hydrogenated for 4 h in 50 ml methanol using 0.5 g 10% Pd-C to give 5.45 g (97%) o-acetyl dihydrocoumaric acid in the form of a white solid.

Workup

  1. customafter recrystallisation

Sources & evidence

ORD record
ord-1654651cd74e494a9b1fd3491e9467b1
Source dataset
uspto-grants-2003_07
Patent number
US06589921B2

Reaction notes

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