Ethanol → HCID 20549362, compound

HRID 1659916Notes

Reaction equation

HRID 1659916 reaction equation
[F:1][C:2]([F:23])([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]OS(C)(=O)=O)[C:3]([F:6])([F:5])[F:4].[NH2:24][C:25]1[CH:35]=[CH:34][C:28]([C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:27][CH:26]=1.C(O)C>CN(C)P(N(C)C)(N(C)C)=O.C(O)C.O>[F:1][C:2]([F:23])([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][NH:24][C:25]1[CH:26]=[CH:27][C:28]([C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:34][CH:35]=1)[C:3]([F:6])([F:5])[F:4]

Participants

6

Reactant 3

HCID 702EthanolHCID 2337BenzocaineHCID 20549312HCID 20549312, compound

Product 1

HCID 20549362HCID 20549362, compound

Reagents, catalysts & solvents 2

HCID 12679HexamethylphosphoramideSolventHCID 19096565Water ethanolSolvent

Procedure

A solution of 18.1 g. of 11-(pentafluoroethyl)-1-(methanesulfonyloxy)undecane 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, the mixture is filtered and the solid residue is recrystallized from ethanol to yield the product as a white solid.

Workup

  1. temperatureAfter cooling
  2. temperaturechilled
  3. filtrationthe mixture is filtered
  4. customthe solid residue is recrystallized from ethanol

Sources & evidence

ORD record
ord-214a33091759453ab5cafe806dac5b3e
Source dataset
uspto-grants-1981_12
Patent number
US04305959

Reaction notes

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