Toluene → HCID 86739466, compound

HRID 371189Notes

Reaction equation

HRID 371189 reaction equation
C1(C)C=CC=CC=1.CCl.[C:10]1(=[O:17])[CH2:15][CH2:14][CH2:13][C:12](=[O:16])[CH2:11]1.[Br-:18].[Li+:19]>O.CCOCC>[C:10]1(=[O:17])[CH2:15][CH2:14][CH2:13][C:12](=[O:16])[CH2:11]1.[Br-:18].[Li+:19]

Participants

7

Reactant 4

HCID 1140TolueneHCID 6327Methyl ChlorideHCID 104341,3-CyclohexanedioneHCID 82050Lithium Bromide

Product 1

HCID 86739466HCID 86739466, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution containing 140 ml toluene, 65 ml methyl chloride, 25 ml ether and 5.72 g of 1,3-cyclohexanedione is added 2.0 ml of water and 8.86 g of lithium bromide. The mixture is stirred for 18 hrs. The solids are removed by filtration, washed with 100 ml of cold 4:1, hexane:methylene chloride and dried `in vacuo` to give 16.58 g of 1,3-cyclohexanedione/lithium bromide complex.

Workup

  1. customThe solids are removed by filtration
  2. washwashed with 100 ml of cold 4:1, hexane
  3. dry with materialmethylene chloride and dried `in vacuo`
  4. customto give 16.58 g of 1,3-cyclohexanedione/lithium bromide complex

Sources & evidence

ORD record
ord-207b7cb4d28e489fac544de3cc973914
Source dataset
uspto-grants-1985_07
Patent number
US04529811

Reaction notes

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