Dimethylformamide → HCID 19696485, compound

HRID 863454Notes

Reaction equation

HRID 863454 reaction equation
[H-].[Na+].CN(C)C=O.[OH:8][C:9]1[C:10]([I:17])=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH:12]=[O:13].Br[CH2:19][C:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[CH2:21]>CCOCC>[I:17][C:10]1[C:9]([O:8][CH2:21][C:20]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH2:19])=[CH:16][CH:15]=[CH:14][C:11]=1[CH:12]=[O:13]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 234998(3-bromoprop-1-en-2-yl)benzeneHCID 114592963-Hydroxy-2-iodobenzaldehyde

Product 1

HCID 19696485HCID 19696485, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent3×

Procedure

6.72 g (0.28 mmol) of sodium hydride are dissolved in 660 ml of ether and 120 ml of dimethylformamide under argon, and 64.1 g (0.26 mol) of 3-hydroxy-2-iodobenzaldehyde in 65 ml of ether are slowly added. After the mixture has been stirred at room temperature for 15 minutes, 61 g (0.28 mol) of 3-bromo-2-phenyl-1-propene, dissolved in 60 ml of ether, are added dropwise and the mixture is stirred overnight.

Workup

  1. additionare added dropwise
  2. stirringthe mixture is stirred overnight

Sources & evidence

ORD record
ord-cc680a36619f4f3db312da1b344442f9
Source dataset
uspto-grants-1998_02
Patent number
US05721248

Reaction notes

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