Triethyl phosphite → HCID 54498727, compound

HRID 1479013Notes

Reaction equation

HRID 1479013 reaction equation
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10]Br.[CH2:13]([O:15][P:16]([O:20]CC)[O:17][CH2:18][CH3:19])[CH3:14]>>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][P:16]([O:17][CH2:18][CH3:19])([O:15][CH2:13][CH3:14])=[O:20]

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 2734813Methyl 2-(bromomethyl)benzoate

Product 1

HCID 54498727HCID 54498727, compoundYield 104.7%

Conditions

Temperature
150 °C

Procedure

A mixture of 2-bromomethyl-benzoic acid methyl ester (5 g; 21.83 mmol; 1 eq.) and phosphorous acid triethyl ester (4.53 mL; 26.19 mmol; 1.2 eq.) was stirred at 150° C. for 16 hours then concentrated in vacuo to afford the title compound (6.54 g, quantitative) a yellow oil. HPLC (max plot) 88.8%; Rt 3.11 min.

Workup

  1. concentrationthen concentrated in vacuo

Sources & evidence

ORD record
ord-4f4a0cffbcef4d40b588988f830e48e9
Source dataset
uspto-grants-2016_08
Patent number
US09403835B2

Reaction notes

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