2,4-Pentanediol → 4,6-Dimethyl-2-(4-nitrobenzyl)-1,3,2-dioxaphosphorinan-2-oxide

HRID 1079308Notes

Reaction equation

HRID 1079308 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](O)[CH2:17][CH:18](O)[CH3:19]>>[CH3:15][CH:16]1[CH2:17][CH:18]([CH3:19])[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]1

Participants

3

Reactant 2

HCID 122622,4-PentanediolHCID 5180708(4-Nitro-benzyl)-phosphonic acid

Product 1

HCID 189280854,6-Dimethyl-2-(4-nitrobenzyl)-1,3,2-dioxaphosphorinan-2-oxide

Procedure

With 4-nitrobenzylphosphonic acid and 2,4-pentanediol, the same procedure as in Reference Example 11 was followed, to yield 4,6-dimethyl-2-(4-nitrobenzyl)-1,3,2-dioxaphosphorinane-2-oxide, which was then recrystallized from ethanol-hexane to yield colorless needles having a melting point of 152° to 153° C.

Sources & evidence

ORD record
ord-fd55e26a1a2347029ae1221748361c8c
Source dataset
uspto-grants-1996_12
Patent number
US05580863

Reaction notes

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