Benzocaine → HCID 23457874, compound

HRID 2049096Notes

Reaction equation

HRID 2049096 reaction equation
[CH3:1][CH:2]([CH2:5][CH:6]([CH3:14])[CH2:7][CH:8]([CH3:13])[CH2:9][CH:10]([CH3:12])[CH3:11])[CH2:3]Br.[NH2:15][C:16]1[CH:26]=[CH:25][C:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:18][CH:17]=1>>[CH3:1][CH:2]([CH2:5][CH:6]([CH3:14])[CH2:7][CH:8]([CH3:13])[CH2:9][CH:10]([CH3:12])[CH3:11])[CH2:3][NH:15][C:16]1[CH:17]=[CH:18][C:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 2337BenzocaineHCID 23457764HCID 23457764, compound

Product 1

HCID 23457874HCID 23457874, compound

Conditions

Temperature
120 °C

Procedure

A solution of 9 g. (34.2 m moles) 2,4,6,8-tetramethylnonylbromide, 6 g. (1.06 eq) ethyl 4-aminobenzoate, and 5 g. (1.05 eq) dry, powdered potassium carbonate in 50 ml. hexamethylphosphoramide is stirred at 120° C. for 17 hours. The cooled solution is diluted with 100 ml. water, the precipitate is filtered and washed with 100 ml. 50% aqueous ethanol. The product is dried and crystallized twice from ethanol to colorless crystals.

Workup

  1. custom(1.05 eq) dry
  2. additionThe cooled solution is diluted with 100 ml
  3. filtrationwater, the precipitate is filtered
  4. washwashed with 100 ml
  5. customThe product is dried
  6. customcrystallized twice from ethanol to colorless crystals

Sources & evidence

ORD record
ord-a53e09cae628488aa58b50ffcd3b5fd0
Source dataset
uspto-grants-1980_04
Patent number
US04196208

Reaction notes

Loading…