Triethyl phosphite → 5-(Diethylphosphono)pentyl acetate

Reaction equation

[C:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]Br)(=[O:3])[CH3:2].[P:11]([O:18]CC)([O:15][CH2:16][CH3:17])[O:12][CH2:13][CH3:14]>>[C:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][P:11]([O:15][CH2:16][CH3:17])([O:12][CH2:13][CH3:14])=[O:18])(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 31215Triethyl phosphite

HCID 851405-Bromopentyl acetate

Product 1

HCID 196892225-(Diethylphosphono)pentyl acetate

Procedure

100.34 g (0.48 mol) of 5-bromopentyl acetate were heated at 150° C. for 8 hours with 79.8 g (0.048 mol) of triethyl phosphite while stirring and passing in nitrogen. The mixture was then fractionally distilled under reduced pressure.

Workup

distillationThe mixture was then fractionally distilled under reduced pressure

Sources & evidence

ORD record: ord-37e8c73db5a4451484b91a4dd3cc9bb3
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05728686

Reaction notes

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