Tetrahydrofuran → HCID 70069672, compound

HRID 323166Notes

Reaction equation

HRID 323166 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:14]([NH:16][C:17]3[CH:38]=[CH:37][C:20]([C:21]([N:23]([CH3:36])[C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=4[O:30][CH2:31][CH2:32]CC=O)=[O:22])=[CH:19][CH:18]=3)=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1.[C:39]([CH:44]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:41][CH2:42][CH3:43])=[O:40].O1CC[CH2:66][CH2:65]1>>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:14]([NH:16][C:17]3[CH:38]=[CH:37][C:20]([C:21]([N:23]([CH3:36])[C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=4[O:30][CH2:31][CH2:32][CH2:65][CH:66]=[CH:44][C:39]([O:41][CH2:42][CH3:43])=[O:40])=[O:22])=[CH:19][CH:18]=3)=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 22010670HCID 22010670, compound

Product 1

HCID 70069672HCID 70069672, compound

Procedure

A mixture of 4-(4′-methylbiphenyl-2-carboxamido)-N-methyl-N-[2-(3-formylprop-1-yloxy)phenyl]benzamide (507 mg) and (carbethoxymethylene)triphenylphosphorane (418 mg) in tetrahydrofuran (20 ml) was stirred at ambient temperature overnight and the solvent was evaporated in vacuo. The oily residue was purified by silica gel column (chloroform) to give 4-(4′-methylbiphenyl-2-carboxamido)-N-methyl-N-[2-(5-ethoxycarbonyl-4-penten-1-yloxy)phenyl]benzamide (435 mg) as a colorless amorphous.

Workup

  1. customthe solvent was evaporated in vacuo
  2. customThe oily residue was purified by silica gel column (chloroform)

Sources & evidence

ORD record
ord-44668baab7c54525a6a9a1d36c3fc462
Source dataset
uspto-grants-2001_04
Patent number
US06211242B1

Reaction notes

Loading…