Triethyl phosphite → HCID 22630506, compound

HRID 2416972Notes

Reaction equation

HRID 2416972 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([F:22])([F:21])[C:11]([F:20])([F:19])[C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14].[P:23]([O:30]CC)([O:27][CH2:28][CH3:29])[O:24][CH2:25][CH3:26]>>[CH2:25]([O:24][P:23]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([F:22])([F:21])[C:11]([F:20])([F:19])[C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14])([O:27][CH2:28][CH3:29])=[O:30])[CH3:26]

Participants

3

Reactant 2

HCID 31215Triethyl phosphite2×HCID 22630496HCID 22630496, compound

Product 1

HCID 22630506HCID 22630506, compoundYield 92.9%

Conditions

Temperature
150 °C

Procedure

A mixture of 8.24 g of 1-bromo-8-(nonafluorobutyl)octane and 8.31 g of triethyl phosphite was heated at 150° C. After 15 hr an additional 4.30 g of triethyl phosphite was added, and heating was continued for 4 hr. Diethyl ethylphosphonate and other volatiles were removed by distillation, b.p. 30-50° C. at 0.05 torr (7 Pa). Bulb-to-bulb distillation of the concentrate provided 8.72 g of 1-(diethylphosphono)-8-(nonafluorobutyl)octane as a clear, colorless liquid, b.p. 115-125° C. at 0.08 torr (11 Pa).

Workup

  1. temperatureheating
  2. customDiethyl ethylphosphonate and other volatiles were removed by distillation, b.p. 30-50° C. at 0.05 torr (7 Pa)
  3. distillationBulb-to-bulb distillation of the concentrate

Sources & evidence

ORD record
ord-af797e2167604355bf2c0fe9830dd88d
Source dataset
uspto-grants-2004_11
Patent number
US06824882B2

Reaction notes

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