Triethylamine → HCID 13535036, compound

HRID 2232171Notes

Reaction equation

HRID 2232171 reaction equation
[Br:1][CH:2]([CH3:6])[C:3](Cl)=[O:4].[OH:7][CH2:8][P:9]([O:14][CH2:15][CH3:16])(=[O:13])[O:10][CH2:11][CH3:12].C(N(CC)CC)C>C(Cl)Cl>[Br:1][CH:2]([CH3:6])[C:3]([O:7][CH2:8][P:9]([O:14][CH2:15][CH3:16])(=[O:13])[O:10][CH2:11][CH3:12])=[O:4]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 76513Diethyl phosphonomethanolHCID 979802-Bromopropanoyl chloride

Product 1

HCID 13535036HCID 13535036, compoundYield 32.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 8.6 g (0.05 mol) of 2-bromo-propionyl chloride in 30 ml of methylene chloride was added dropwise to a mixture which had been cooled to 0°-10° C. and consisted of 8.4 g (0.05 mol) of diethyl hydroxymethanephosphonate, 6.1 g (0.06 mol) of triethylamine and 30 ml of methylene chloride. The reaction mixture was stirred for 20 hours at 10°-20° C., washed with aqueous sodium bicarbonate solution, dried, filtered, and evaporated down under reduced pressure. 4.9 g (32% of theory) of diethyl 2-bromopropionyloxymethanephosphonate were obtained as an oily residue.

Workup

  1. temperaturehad been cooled to 0°-10° C.
  2. washwashed with aqueous sodium bicarbonate solution
  3. customdried
  4. filtrationfiltered
  5. customevaporated down under reduced pressure

Sources & evidence

ORD record
ord-ffa217582f6049b6a39eef910613b968
Source dataset
uspto-grants-1988_11
Patent number
US04787929

Reaction notes

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