Ethanol → HCID 20482562, compound

HRID 1389637Notes

Reaction equation

HRID 1389637 reaction equation
CS(O[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]=[CH2:16])(=O)=O.[NH2:17][C:18]1[CH:28]=[CH:27][C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:20][CH:19]=1.C(O)C>CN(C)P(N(C)C)(N(C)C)=O.C(O)C.O>[CH2:6]([NH:17][C:18]1[CH:19]=[CH:20][C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:27][CH:28]=1)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]=[CH2:16]

Participants

6

Reactant 3

HCID 702EthanolHCID 2337BenzocaineHCID 10490807HCID 10490807, compound

Product 1

HCID 20482562HCID 20482562, compound

Reagents, catalysts & solvents 2

HCID 12679HexamethylphosphoramideSolventHCID 19096565Water ethanolSolvent

Procedure

A solution of 14.0 g. of 1-methanesulfonyloxy-10-undecene and 19.8 g. of ethyl p-aminobenzoate in hexamethylphosphoramide is heated at 120° C. for 20 hours. After cooling the reaction mixture is diluted with ethanol:water (1:1) (30 ml.) and chilled. More ethanol is added and the solid material is collected. This solid is recrystallized from ethanol to yield ethyl 4-(10-undecenylamino)benzoate as a white solid.

Workup

  1. temperatureAfter cooling the reaction mixture
  2. temperaturechilled
  3. customthe solid material is collected
  4. customThis solid is recrystallized from ethanol

Sources & evidence

ORD record
ord-67f1b529c5b040be8edc315e4557149a
Source dataset
uspto-grants-1981_01
Patent number
US04245097

Reaction notes

Loading…