Ethyl Acetate → HCID 14307264, compound

HRID 1904557Notes

Reaction equation

HRID 1904557 reaction equation
[N+:1]([C:4]1[CH:23]=[CH:22][C:7]([O:8][C:9]2[CH:21]=[CH:20][C:12]3[C:13]([CH3:19])([CH3:18])[CH:14]=[C:15]([CH3:17])[O:16][C:11]=3[CH:10]=2)=[CH:6][CH:5]=1)([O-])=O.[H][H].C(OCC)(=[O:28])C>[C].[Pd]>[NH2:1][C:4]1[CH:23]=[CH:22][C:7]([O:8][C:9]2[CH:21]=[CH:20][C:12]3[C:13]([CH3:19])([CH3:18])[CH2:14][C:15]([OH:28])([CH3:17])[O:16][C:11]=3[CH:10]=2)=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 15729806HCID 15729806, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14307264HCID 14307264, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 178418390HCID 178418390, compoundCatalyst

Procedure

A mixture of 5.0 g of 7-(4-nitrophenoxy)-2,4,4-trimethyl-4H-1-benzopyran, 0.5 g of 5% palladium-carbon and 50 ml of ethyl acetate was stirred at room temperature for 5.5 hours in an atmosphere of hydrogen. The palladium-carbon was separated by filtration, and the filtrate was concentrated. The residue was recrystallized from ethyl acetate-hexane to give 4.3 g (yield 93%) of the desired product as a white powder.

Workup

  1. customThe palladium-carbon was separated by filtration
  2. concentrationthe filtrate was concentrated
  3. customThe residue was recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-a683248bf40b45eba9aef36097f3b041
Source dataset
uspto-grants-1989_06
Patent number
US04838924

Reaction notes

Loading…