Methanol → Dimethyl 3-(3-chlorophenoxy)-2-oxopropylphosphonate

HRID 372749Notes

Reaction equation

HRID 372749 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[O:5][CH2:6][C:7](=NO)[CH2:8][P:9](=[O:14])([O:12][CH3:13])[O:10][CH3:11].ClC1C=C(C=CC=1)[O:24]CC(=NNC(N)=O)CP(=O)(OC)OC.C(OCC)(=O)C.CO>C1(C)C=CC=CC=1.C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[O:5][CH2:6][C:7](=[O:24])[CH2:8][P:9](=[O:14])([O:12][CH3:13])[O:10][CH3:11]

Participants

7

Reactant 4

HCID 887MethanolHCID 8857Ethyl AcetateHCID 54268141Dimethyl 3-(3-chlorophenoxy)-2-semicarbazonopropylphosphonateHCID 73676786Dimethyl 3-(3-chlorophenoxy)-2-oximinopropylphosphonate

Product 1

HCID 3566446Dimethyl 3-(3-chlorophenoxy)-2-oxopropylphosphonate

Reagents, catalysts & solvents 2

HCID 1140TolueneSolvent2×HCID 6344DichloromethaneSolvent

Procedure

The process described in Example 1 was repeated, using a solution in toluene of dimethyl 3-(3-chlorophenoxy)-2-oximinopropylphosphonate in place of the solution in toluene of dimethyl 3-(3-chlorophenoxy)-2-semicarbazonopropylphosphonate, to give dimethyl 3-(3-chlorophenoxy)-2-oxopropylphosphonate, RF = 0.29 (ethyl acetate), RF = 0.58 (5% v/v methanol in methylene dichloride).

Sources & evidence

ORD record
ord-d2dfed92cafa4fa497a2050209993693
Source dataset
uspto-grants-1978_05
Patent number
US04092323

Reaction notes

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