Prenderol → 5,5-Diethyl-2-(4-nitrobenzyl)-1,3,2-dioxaphosphorinan-2-oxide

HRID 1079313

Reaction equation

HRID 1079313 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].[CH2:15]([C:17]([CH2:22][CH3:23])([CH2:20]O)[CH2:18]O)[CH3:16]>>[CH2:15]([C:17]1([CH2:22][CH3:23])[CH2:20][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][CH2:18]1)[CH3:16]

Participants

3

Reactant 2

HCID 8284PrenderolHCID 5180708(4-Nitro-benzyl)-phosphonic acid

Product 1

HCID 189281005,5-Diethyl-2-(4-nitrobenzyl)-1,3,2-dioxaphosphorinan-2-oxide

Procedure

With 4-nitrobenzylphosphonic acid and 2,2-diethyl-1,3-propanediol, the same procedure as in Reference Example 11 was followed, to yield 5,5-diethyl-2-(4-nitrobenzyl)-1,3,2-dioxaphosphorinane-2-oxide, which was then recrystallized from ethanol-hexane to yield colorless prisms having a melting point of159° to 160° C.

Sources & evidence

ORD record
ord-928a949a82c84a0192a64854bb63df34
Source dataset
uspto-grants-1996_12
Patent number
US05580863

Linked notes

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