Triethylamine → HCID 22132946, compound

HRID 1856815Notes

Reaction equation

HRID 1856815 reaction equation
[Br-].[OH:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[CH2:12][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C(N(CC)CC)C.[F:39][C:40]([F:47])([F:46])[CH2:41][CH2:42][C:43](Cl)=O>C1(C)C=CC=CC=1>[F:39][C:40]([F:47])([F:46])[CH2:41][CH2:42][C:43]1[O:2][C:3]2[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=2[CH:12]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 151044744,4,4-Trifluorobutanoyl chlorideHCID 22132950(2-Hydroxy-5-nitrobenzyl)triphenylphosphonium bromide

Product 1

HCID 22132946HCID 22132946, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A suspension of 4.0 g (8.1 mmol) of (2-hydroxy-5-nitrophenyl) methyltriphenylphosphonium bromide in 50 ml of toluene is heated to reflux, then 5.1 ml (36 mmol) of triethylamine and 1.9 g (12 mmol) of 4,4,4-trifluorobutyryl chloride are added. The mixture is stirred for 2 hours, then it is filtered and the filtrate is concentrated under reduced pressure. By chromatography of the residue on a silica column using a 0-30% mixture of dichloromethane in cyclohexane, 1.1 g of product are obtained. Melting point: 70-71° C.

Workup

  1. temperatureis heated
  2. temperatureto reflux
  3. filtrationit is filtered
  4. concentrationthe filtrate is concentrated under reduced pressure
  5. customare obtained

Sources & evidence

ORD record
ord-08d2e77b5a604440850be7aadbad81af
Source dataset
uspto-grants-2000_11
Patent number
US06143772

Reaction notes

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