Glycol monoethyl ether → HCID 19991871, compound

HRID 345265Notes

Reaction equation

HRID 345265 reaction equation
[CH2:1]([NH2:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C(O[CH2:17][CH2:18]O)C.FCCC(CCF)=C[O:25][P:26]([O-])([O-:28])=[O:27].[OH-].[Na+]>>[CH2:1]([NH:13][CH2:17][CH2:18][P:26](=[O:25])([OH:28])[OH:27])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

5

Reactant 4

HCID 8076Glycol monoethyl etherHCID 13583DodecylamineHCID 14798Sodium HydroxideHCID 86745153HCID 86745153, compound

Product 1

HCID 19991871HCID 19991871, compound

Conditions

Temperature
80 °C

Procedure

A flask equipped with a stirrer and a thermometer was charged with 93 parts by weight of laurylamine and 93 parts by weight of ethyleneglycol monoethyl ether and heated to 80° C. Then, 117 parts by weight of Vini-eight (bisfluoroethylvinylphosphate available from Daihachi Chemical Co., Ltd.) was added dropwise thereto for 30 minutes and reacted for 3 hours. After cooling, 300 parts by weight of a 10% sodium hydroxide solution was added and kept at 100° C. for 2 hours to hydrolize it. The resultant mixture was concentrated, to which 500 parts by weight of water and 500 parts by weight of toluene were added and then neutralized with a 10% hydrochloric acid solution. The aqueous layer was removed and the organic layer was concentrated to obtain 2-laurylaminoethylphosphonic acid monomer chloroethyl ester.

Workup

  1. customA flask equipped with a stirrer
  2. customreacted for 3 hours
  3. temperatureAfter cooling
  4. waitkept at 100° C. for 2 hours
  5. concentrationThe resultant mixture was concentrated, to which 500 parts by weight of water and 500 parts by weight of toluene
  6. additionwere added
  7. customThe aqueous layer was removed
  8. concentrationthe organic layer was concentrated

Sources & evidence

ORD record
ord-2130c112f5cb481f97a11f1f4227d2a4
Source dataset
uspto-grants-1991_10
Patent number
US05057156

Reaction notes

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