Benzoyl chloride → HCID 86744194, compound

HRID 1195460Notes

Reaction equation

HRID 1195460 reaction equation
[Na].[CH2:2]([O:4][N:5]=[C:6]([C:9]1[C:10](=O)[CH2:11][CH:12]([C:16]2[CH:17]=[C:18]3[C:22](=[CH:23][CH:24]=2)[CH2:21][CH2:20][CH2:19]3)[CH2:13][C:14]=1[OH:15])[CH2:7][CH3:8])[CH3:3].[C:26](Cl)(=[O:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>CC(C)=O>[C:26]([C:10]1[CH2:11][CH:12]([C:16]2[CH:17]=[C:18]3[C:22](=[CH:23][CH:24]=2)[CH2:21][CH2:20][CH2:19]3)[CH2:13][C:14](=[O:15])[C:9]=1[C:6](=[N:5][O:4][CH2:2][CH3:3])[CH2:7][CH3:8])(=[O:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 5360545SodiumHCID 136209541HCID 136209541, compound

Product 1

HCID 86744194HCID 86744194, compoundYield 78.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The sodium salt of 2-[1-(ethoxyimino)propyl]-3-hydroxy-5-(5-indanyl)cyclohex-2-en-1-one (0.95 mmole) was dissolved in acetone (50 ml) and benzoyl chloride (0.13 g; 0.95 mmole) was added dropwise over a period of 2 minutes. The mixture was stirred at room temperature for 5 minutes, then filtered and evaporated under reduced pressure to give 3-benzoyl-2-[1-(ethoxyimino)propyl]-5-(5-indanyl)cyclohex-2-en-1-one (0.31 g; 75.7%) as a yellow oil.

Workup

  1. filtrationfiltered
  2. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-c87ad5c856d24370b4b1d524355312d6
Source dataset
uspto-grants-1992_05
Patent number
US05110989

Reaction notes

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