Butyl bromide → HCID 20279073, compound

HRID 1248192Notes

Reaction equation

HRID 1248192 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[CH:5]([CH2:11][CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].[O-]CC.[Na+].[CH2:23](Br)[CH2:24][CH2:25][CH3:26].C(OCC)(=O)C>CCCCCC>[CH2:23]([C:5]([CH2:11][CH:12]1[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]1)([C:4]([O:3][CH2:1][CH3:2])=[O:18])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:24][CH2:25][CH3:26]

Participants

6

Reactant 4

HCID 8002Butyl bromideHCID 8857Ethyl AcetateHCID 599487diethyl 2-cyclohexylmethylmalonateHCID 2723922Sodium ethoxide

Product 1

HCID 20279073HCID 20279073, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Diethyl(cyclohexylmethyl)malonate (5.12 g) was added to a solution of sodium ethoxide (from 0.5 g of sodium in ethanol (50 ml)) and the mixture warmed to 60° C. n-Butyl bromide (4.0 g) was then added and the mixture heated overnight under reflux, and the crude product isolated as in Part A above. Chromatography on silica gel eluting with 0-7.5% ethyl acetate in hexane gave pure diethyl 2-n-butyl-2-(cyclohexylmethyl)malonate.

Workup

  1. additionwas then added
  2. temperaturethe mixture heated overnight
  3. temperatureunder reflux
  4. customthe crude product isolated as in Part A above

Sources & evidence

ORD record
ord-24c3d3adfbb64edcb3694d19881e511f
Source dataset
uspto-grants-1985_06
Patent number
US04522948

Reaction notes

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