HCID 20211033, compound → HCID 20211026, compound

HRID 1906895Notes

Reaction equation

HRID 1906895 reaction equation
[CH3:1][C:2]1([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:7][C:6](=O)[C:5]2[CH:9]=[CH:10][CH:11]=[CH:12][C:4]=2[O:3]1.[H][H]>[Pd].C(O)C>[CH3:1][C:2]1([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:7][CH2:6][C:5]2[CH:9]=[CH:10][CH:11]=[CH:12][C:4]=2[O:3]1

Participants

5

Reactant 2

HCID 20211033HCID 20211033, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20211026HCID 20211026, compoundYield 80.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 126 parts of ethyl 3,4-dihydro-2-methyl-4-oxo-2H-1-benzopyran-2-carboxylate and 560 parts of ethanol was hydrogenated at normal pressure and at room temperature with 5 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The residue was distilled, yielding 95.5 parts (80.3%) of ethyl 3,4-dihydro-2-methyl-2H-1-benzopyran-2-carboxylate; bp. 71°-73° C. at 0.5 mm. pressure (intermediate 27).

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. distillationThe residue was distilled

Sources & evidence

ORD record
ord-39c3b031b8d046d78b2c3d339e9ba0a2
Source dataset
uspto-grants-1987_03
Patent number
US04654362

Reaction notes

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