Methyl p-toluenesulfonate → HCID 86735240, compound

HRID 460999Notes

Reaction equation

HRID 460999 reaction equation
[CH3:1][N:2]([CH3:21])[C:3]1[CH:20]=[CH:19][C:6]([CH:7]=[C:8]2[CH:13]3[C:14]([CH3:16])([CH3:15])[C:10]([CH3:17])([CH2:11][CH2:12]3)[C:9]2=[O:18])=[CH:5][CH:4]=1.[C:22]1([CH3:33])[CH:27]=[CH:26][C:25]([S:28]([O:31]C)(=[O:30])=[O:29])=[CH:24][CH:23]=1>C1(C)C=CC=CC=1>[C:22]1([CH3:33])[CH:23]=[CH:24][C:25]([S:28]([O-:31])(=[O:29])=[O:30])=[CH:26][CH:27]=1.[O:18]=[C:9]1[C:8](=[CH:7][C:6]2[CH:5]=[CH:4][C:3]([N+:2]([CH3:22])([CH3:1])[CH3:21])=[CH:20][CH:19]=2)[CH:13]2[C:14]([CH3:16])([CH3:15])[C:10]1([CH3:17])[CH2:11][CH2:12]2

Participants

4

Reactant 2

HCID 6645Methyl p-toluenesulfonateHCID 681253453-[[4-(Dimethylamino)phenyl]methylene]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

Product 1

HCID 86735240HCID 86735240, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

There are heated for 8 hours at reflux, in toluene and with good agitation, 283 of 4-dimethylamino benzylidene camphor (prepared in Example 1) and 186 g of methyl paratoluenesulfonate. A white solid which precipitates is then filtered and dried, yielding 417 g of product which after recrystallization in ethanol gives 362 g of white crystals, having a melting point of 305° C.

Workup

  1. temperatureThere are heated for 8 hours
  2. customA white solid which precipitates
  3. filtrationis then filtered
  4. customdried

Sources & evidence

ORD record
ord-676b7ae4f1f240218f1dd7527189b23d
Source dataset
uspto-grants-1977_12
Patent number
US04061730

Reaction notes

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