Water → HCID 57656425, compound

HRID 2041109Notes

Reaction equation

HRID 2041109 reaction equation
CO[CH:3](OC)[CH2:4][N:5]([CH2:12][CH2:13][C:14]1[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[CH:16][C:15]=1[F:22])[C:6](=[O:11])[C:7]([F:10])([F:9])[F:8].O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.O>ClC1C=CC=CC=1>[F:22][C:15]1[C:14]2[CH2:13][CH2:12][N:5]([C:6](=[O:11])[C:7]([F:10])([F:9])[F:8])[CH:4]=[CH:3][C:19]=2[C:18]([O:20][CH3:21])=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14812Phosphorus oxide (P4O10)HCID 57655966HCID 57655966, compound

Product 1

HCID 57656425HCID 57656425, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

Dissolve N-(2,2-dimethoxy-ethyl)-2,2,2-trifluoro-N-[2-(2-fluoro-5-methoxy-phenyl)-ethyl]-acetamide (5 g, 14.2 mmol) in chlorobenzene (100 mL). Add polyphosphoric acid (5 g) and P2O5 (2.5 g) and heat at 80° C. for 2 h. Add water to the hot mixture, cool to room temperature and extract with DCM. Dry the organic extracts over Na2SO4 and concentrate in vacuo to obtain the desired intermediate (3.0 g, 73%). MS (ES+) m/z: 290 (M+H)+.

Workup

  1. extractionextract with DCM
  2. dry with materialDry the organic extracts over Na2SO4
  3. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-a7d27bade126496dbb9744094f0c4b52
Source dataset
uspto-grants-2013_11
Patent number
US08580780B2

Reaction notes

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