Ethyl Acetoacetate → HCID 54255632, compound

HRID 1608409Notes

Reaction equation

HRID 1608409 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)=[C:9]([N:14]2[CH:18]=[N:17][N:16]=[N:15]2)[CH:10]=[CH:11][CH:12]=[O:13])=[CH:4][CH:3]=1.[C:26]([O:32][CH2:33][CH3:34])(=[O:31])[CH2:27][C:28]([CH3:30])=[O:29]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:19]2[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=2)=[C:9]([N:14]2[CH:18]=[N:17][N:16]=[N:15]2)[CH:10]=[CH:11][CH:12]([OH:13])[CH2:30][C:28](=[O:29])[CH2:27][C:26]([O:32][CH2:33][CH3:34])=[O:31])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 8868Ethyl AcetoacetateHCID 53970161HCID 53970161, compound

Product 1

HCID 54255632HCID 54255632, compoundYield 61.5%

Procedure

Following the general procedure of Example 8, 196 mg (0.58 mmole) of 5,5-bis(4-fluorophenyl)-4-(1H-tetrazol-1-yl)-2,4-pentadienal was condensed with two equivalents (1.2 mmoles) of the dianion of ethyl acetoacetate. The product thereby produced was purified by silica gel chromatography using ethyl acetate-hexanes as eluent to yield 173.8 mg (61.5%) of the title compound.

Workup

  1. customThe product thereby produced
  2. customwas purified by silica gel chromatography

Sources & evidence

ORD record
ord-6ae71055ba744a98842f18ecfc60fa90
Source dataset
uspto-grants-1989_09
Patent number
US04870187

Reaction notes

Loading…