HCID 178439275, compound → HCID 178439276, compound

HRID 1580710Notes

Reaction equation

HRID 1580710 reaction equation
[CH2:1]([C:4]1[C:13]2[O:12][C:11]([C:14]3[NH:18][N:17]=[N:16][N:15]=3)=[CH:10][C:9](=[O:19])[C:8]=2[C:7]([O:20][CH2:21][CH2:22][CH:23]([CH3:25])[CH3:24])=[CH:6][CH:5]=1)[CH:2]=[CH2:3]>[Pd].C(O)C>[CH3:24][CH:23]([CH3:25])[CH2:22][CH2:21][O:20][C:7]1[C:8]2[C:9](=[O:19])[CH:10]=[C:11]([C:14]3[NH:18][N:17]=[N:16][N:15]=3)[O:12][C:13]=2[C:4]([CH2:1][CH2:2][CH3:3])=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 178439275HCID 178439275, compound

Product 1

HCID 178439276HCID 178439276, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 1.0 parts of 5-[8-allyl-5-(3-methyl-n-butoxy)-4-oxo-4H-1-benzopyran-2-yl]tetrazole in 19 parts of ethanol was hydrogenated overnight at room temperature and pressure using 0.02 parts of 5% palladium on charcoal as catalyst. The reaction mixture was filtered and the solvent removed by evaporation. Crystallisation of the residue from ethanol gave 0.52 parts of 5-[5-(3-methyl-n-butoxy)-8-n-propyl-4-oxo-4H-1-benzopyran-2-yl]tetrazole, m.p. 202°-204°C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent removed by evaporation
  3. customCrystallisation of the residue from ethanol

Sources & evidence

ORD record
ord-d9c399b199f14b589c5bcdd2c88b945a
Source dataset
uspto-grants-1976_01
Patent number
US03933845

Reaction notes

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