Methylpropanediol → 5-Methyl-2-(4-nitrobenzyl)-1,3,2-dioxaphosphorinan-2-oxide

HRID 1599402Notes

Reaction equation

HRID 1599402 reaction equation
[N+:1]([C:4]1[CH:14]=[CH:13][C:7]([CH2:8][P:9](=[O:12])([OH:11])[OH:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:15][CH:16]([CH2:19]O)[CH2:17]O>>[CH3:15][CH:16]1[CH2:19][O:11][P:9](=[O:10])([CH2:8][C:7]2[CH:13]=[CH:14][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[O:12][CH2:17]1

Participants

3

Reactant 2

HCID 75103MethylpropanediolHCID 5180708(4-Nitro-benzyl)-phosphonic acid

Product 1

HCID 189280815-Methyl-2-(4-nitrobenzyl)-1,3,2-dioxaphosphorinan-2-oxide

Procedure

With 4-nitrobenzylphosphonic acid and 2-methyl-1,3-propanediol, the same procedure as in Reference Example 11 was followed, to yield 5-methyl-2-(4-nitrobenzyl)-1,3,2-dioxaphosphorinane-2-oxide, which was then recrystallized from ethanol-hexane to yield colorless prisms having a melting point of 170° to 171° C.

Sources & evidence

ORD record
ord-165f5be10dac4484ab586469002d1e00
Source dataset
uspto-grants-1998_04
Patent number
US05741784

Reaction notes

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