Triethyl phosphite → HCID 22630516, compound

HRID 2416965Notes

Reaction equation

Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]([F:20])([F:19])[C:9]([F:18])([F:17])[C:10]([F:16])([F:15])[C:11]([F:14])([F:13])[F:12].[P:21]([O:28]CC)([O:25][CH2:26][CH3:27])[O:22][CH2:23][CH3:24]>>[CH2:23]([O:22][P:21]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]([F:20])([F:19])[C:9]([F:18])([F:17])[C:10]([F:16])([F:15])[C:11]([F:14])([F:13])[F:12])([O:25][CH2:26][CH3:27])=[O:28])[CH3:24]

Participants

Reactant 2

HCID 31215Triethyl phosphite2×

HCID 2263049110-Bromo-1,1,1,2,2,3,3,4,4-nonafluorodecane

Product 1

HCID 22630516HCID 22630516, compoundYield 91.1%

Conditions

Temperature: 150 °C

Procedure

A mixture of 18.04 g of 1-bromo-6-(nonafluorobutyl)hexane and 19.6 g of triethyl phosphite was heated at 150° C. After 18 hr, an additional 10.0 g of triethyl phosphite was added, and heating was continued for 8 hr more. Diethyl ethylphosphonate and other volatiles were removed by distillation, b.p. 30-50° C. at 0.05 torr (7 Pa), and bulb-to-bulb distillation of the concentrate provided 18.88 g of 1-(diethylphosphono)-6-(nonafluorobutyl)hexane as a clear, colorless liquid, b.p. 120-130° C. at 0.05 torr (7 Pa).

Workup

temperatureheating
waitwas continued for 8 hr
customDiethyl ethylphosphonate and other volatiles were removed by distillation, b.p. 30-50° C. at 0.05 torr (7 Pa), and bulb-to-bulb distillation of the concentrate

Sources & evidence

ORD record: ord-7f81d0f8f95f411ba8865a8ae6f5b201
Source dataset: uspto-grants-2004_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06824882B2

Reaction notes

Loading…