Triethyl phosphite → HCID 86670944, compound

HRID 515287Notes

Reaction equation

HRID 515287 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[C:5]([F:12])[CH:4]=1.[P:13]([O:20]CC)([O:17][CH2:18][CH3:19])[O:14][CH2:15][CH3:16]>O>[F:12][C:5]1[CH:4]=[C:3]([CH:8]=[CH:7][C:6]=1[N+:9]([O-:11])=[O:10])[CH2:2][P:13](=[O:20])([O:17][CH2:18][CH3:19])[O:14][CH2:15][CH3:16]

Participants

4

Reactant 2

HCID 31215Triethyl phosphiteHCID 27746613-Fluoro-4-nitrobenzyl bromide

Product 1

HCID 86670944HCID 86670944, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-(Bromomethyl)-2-fluoro-1-nitrobenzene (34.72 g, 148 mmol) and triethyl phosphite (25.8 mL) were heated at 140° C. for 4 hours. Water was added and the mixture was extracted with diethyl ether. The organics were dried with magnesium sulphate, filtered and evaporated under reduced pressure to afford the title compound (40.94 g). 1H NMR (CDCl3, 400 MHz): δ 8.03 (t, 1H), 7.24 (s, 1H) 7.21 (s, 1H) 4.08 (m, 4H), 3.20 (d, 2H), 1.27 (m, 6H)

Workup

  1. extractionthe mixture was extracted with diethyl ether
  2. dry with materialThe organics were dried with magnesium sulphate
  3. filtrationfiltered
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-1adc0a6a92964ec0a7ff45b9dbeed03c
Source dataset
uspto-grants-2015_08
Patent number
US09108939B2

Reaction notes

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