Diethyl Ether → HCID 23345671, compound

HRID 1856104Notes

Reaction equation

HRID 1856104 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]([N:5]([CH2:12][P:13]([O:17]Cl)([O:15]Cl)=[O:14])[CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:4].[CH2:21]([OH:24])[CH:22]=[CH2:23].C(N([CH2:30][CH3:31])CC)C.C[CH2:33][O:34]CC>>[F:1][C:2]([F:20])([F:19])[C:3]([N:5]([CH2:12][P:13]([O:17][O:34][CH2:33][CH:30]=[CH2:31])([O:15][O:24][CH2:21][CH:22]=[CH2:23])=[O:14])[CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:4]

Participants

5

Reactant 4

HCID 3283Diethyl Ether2×HCID 7858Allyl AlcoholHCID 8471TriethylamineHCID 23345669Ethyl N-trifluoroacetyl-N-(dichlorophosphonomethyl)glycinate

Product 1

HCID 23345671HCID 23345671, compound

Conditions

Temperature
20 °C

Procedure

To a solution of ethyl N-trifluoroacetyl-N-(dichlorophosphonomethyl)glycinate (6.6 g, 0.02 mole) in ether (200 ml.) was added a solution of allyl alcohol (2.32 g, 0.04 mole) and triethylamine (4.04 g, 0.04 mole) in ether (75 ml.). The resulting mixture was stirred for 3 days at 20° C. The mixture was filtered and the filtrate was concentrated in vacuo to afford a clear oil. This oil was extracted into petroleum ether, then concentrated in vacuo to give 6.25 g of ethyl N-trifluoroacetyl-N-(diallyloxyphosphonomethyl)glycinate as an oil, ND26.6 =1.4382.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. customto afford a clear oil
  4. extractionThis oil was extracted into petroleum ether
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-330be65e87704a338bb279e10105ca83
Source dataset
uspto-grants-1980_08
Patent number
US04218235

Reaction notes

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