Hydrochloric Acid → HCID 23338800, compound

HRID 28086Notes

Reaction equation

HRID 28086 reaction equation
[Cl:1][C:2](Cl)([P:9]([O:17][CH:18]([CH3:20])[CH3:19])([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:10])[C:3]([O:5][CH:6]([CH3:8])[CH3:7])=[O:4].C([Li])CCC.Cl>CCOCC.CCCCCC>[Cl:1][CH:2]([P:9]([O:17][CH:18]([CH3:20])[CH3:19])([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:10])[C:3]([O:5][CH:6]([CH3:8])[CH3:7])=[O:4]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 23338802HCID 23338802, compoundHCID 178418339Butyllithium

Product 1

HCID 23338800HCID 23338800, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8058HexaneSolvent

Procedure

To a solution of 7.1 g of 1-methylethyl 2.2-dichloro-2[(1-methylethoxy)phenylphosphinyl]acetate in 150 ml of ether was added 14 ml of a solution of 1.6 M n-butyl lithium in hexane at -70° over 15 minutes. The solution was then allowed to warm to -10° before adding 60 ml of 0.5 M aqueous HCl solution at -10° to 0°. The phases were separated and the organic phase washed with water then 5% NaHCO3 solution. The solution was then dried and stripped to give 5.0 g of 1-methylethyl 2-chloro-2[(1-methylethoxy)phenylphosphinyl]acetate as a light yellow oil ND25 1.5057.

Workup

  1. temperatureto warm to -10°
  2. customThe phases were separated
  3. washthe organic phase washed with water
  4. customThe solution was then dried

Sources & evidence

ORD record
ord-5e3d7ea4584c4ff79679512d66016747
Source dataset
uspto-grants-1980_09
Patent number
US04225521

Reaction notes

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