Epichlorohydrin → HCID 20475788, compound

HRID 903417Notes

Reaction equation

HRID 903417 reaction equation
[CH2:1]([CH:3]1[O:5][CH2:4]1)Cl.[CH:6]1([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][NH:20][C:21]2[CH:29]=[CH:28][C:24]([C:25]([O-:27])=[O:26])=[CH:23][CH:22]=2)[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.[Na+].CN(C)P(N(C)C)(N(C)C)=O>O>[CH:6]1([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][NH:20][C:21]2[CH:29]=[CH:28][C:24]([C:25]([O:27][CH2:1][CH:3]3[O:5][CH2:4]3)=[O:26])=[CH:23][CH:22]=2)[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1

Participants

5

Reactant 3

HCID 7835EpichlorohydrinHCID 12679HexamethylphosphoramideHCID 23696423HCID 23696423, compound

Product 1

HCID 20475788HCID 20475788, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 89.0 g. of epichlorohydrin, 92.0 g. of sodium 4-(8-cyclohexyloctylamino)benzoate, and 350 ml. of hexamethylphosphoramide is stirred at 105° C. for 5 hours, allowed to cool, and poured into 1.0 liter of water. The white solid is collected by filtration, recrystallized from acetonitrile and then from hexane-methylene chloride to yield the product.

Workup

  1. additionA mixture of 89.0 g
  2. temperatureto cool
  3. filtrationThe white solid is collected by filtration
  4. customrecrystallized from acetonitrile
  5. customfrom hexane-methylene chloride to yield the product

Sources & evidence

ORD record
ord-4e6b6f186c8f407892c3a91641c6a5b5
Source dataset
uspto-grants-1980_10
Patent number
US04227014

Reaction notes

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