Benzocaine → HCID 13273359, compound

HRID 905266Notes

Reaction equation

HRID 905266 reaction equation
[CH:1]1([CH2:7]Br)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:9][C:10]1[CH:20]=[CH:19][C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:12][CH:11]=1>CN(C)P(N(C)C)(N(C)C)=O>[CH:1]1([CH2:7][NH:9][C:10]2[CH:11]=[CH:12][C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:19][CH:20]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 2337BenzocaineHCID 137636Cyclohexane, (bromomethyl)-

Product 1

HCID 13273359HCID 13273359, compound

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Procedure

A solution of 6 g. of cyclohexylmethyl bromide and 11.19 g. of ethyl p-aminobenzoate in 30 ml. of hexamethylphosphoramide is heated in an oil bath for 20 hours. The solution is poured into ice-cold water and extracted several times with diethyl ether. The combined ether extracts are washed with water, dried with anhydrous magnesium sulfate, and evaporated to dryness under reduced pressure to furnish ethyl p-cyclohexylmethylaminobenzoate as an oil.

Workup

  1. additionThe solution is poured into ice-cold water
  2. extractionextracted several times with diethyl ether
  3. washThe combined ether extracts are washed with water
  4. dry with materialdried with anhydrous magnesium sulfate
  5. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-38a06bd369cf407aa5367f617f3fff15
Source dataset
uspto-grants-1983_12
Patent number
US04423051

Reaction notes

Loading…