Triethyl phosphite → (3-Benzyloxy-benzyl)-phosphonic acid diethyl ester

HRID 1666346Notes

Reaction equation

HRID 1666346 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15]Br)[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[P:17]([O:24]CC)([O:21][CH2:22][CH3:23])[O:18][CH2:19][CH3:20]>>[CH2:19]([O:18][P:17]([CH2:15][C:11]1[CH:12]=[CH:13][CH:14]=[C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:10]=1)(=[O:24])[O:21][CH2:22][CH3:23])[CH3:20]

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 15020473-Benzyloxybenzyl bromide

Product 1

HCID 10336966(3-Benzyloxy-benzyl)-phosphonic acid diethyl ester

Conditions

Temperature
150 °C

Procedure

1-Benzyloxy-3-bromomethyl-benzene (4.95 g, 17.9 mmol) was treated with triethyl phosphite (3.2 mL, 18.7 mmol) and heated to 150° C. After 3 hours the reaction was cooled to room temperature and concentrated to give the title compound which was used without further purification (5.9 g).

Workup

  1. temperatureAfter 3 hours the reaction was cooled to room temperature
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-2f79b6aedc7c46268cc682fa3292eb80
Source dataset
uspto-grants-2011_10
Patent number
US08044052B2

Reaction notes

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