Acetone → HCID 53657431, compound

HRID 981893Notes

Reaction equation

HRID 981893 reaction equation
[CH3:1][N:2]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])[C:3](=[O:17])[C:4]([CH2:15]Br)=[CH:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][CH:7]=1.[C:36]([O:40][C:41]([NH:43][C:44]1[CH:49]=[CH:48][C:47]([OH:50])=[CH:46][CH:45]=1)=[O:42])([CH3:39])(C)C.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+].[CH3:59][C:60](C)=O>>[CH3:1][N:2]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])[C:3](=[O:17])[C:4]([CH2:15][O:50][C:47]1[CH:46]=[CH:45][C:44]([NH:43][C:41]([O:40][CH2:36][CH2:39][CH2:59][CH3:60])=[O:42])=[CH:49][CH:48]=1)=[CH:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][CH:7]=1

Participants

6

Reactant 5

HCID 180AcetoneHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 2756771N-Boc-4-hydroxyanilineHCID 53875814HCID 53875814, compound

Product 1

HCID 53657431HCID 53657431, compound

Procedure

20 g of N-methyl-N-octadecyl-α-bromomethyl-4-nitrocinnamic acid amide, 8 g of 4-t-butoxycarbonylaminophenol, 6 g of potassium carbonate, and 0.1 g of sodium iodide were mixed with 70 ml of acetone. The mixture was then heated under reflux for 5 hours.

Workup

  1. temperatureThe mixture was then heated
  2. temperatureunder reflux for 5 hours

Sources & evidence

ORD record
ord-92783db826814ebe81eec1aea896ab4f
Source dataset
uspto-grants-1991_02
Patent number
US04994363

Reaction notes

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