Water → HCID 22898542, compound

HRID 1018629Notes

Reaction equation

HRID 1018629 reaction equation
C([N:3]([CH2:6][CH3:7])[CH2:4][CH3:5])C.[F:8][C:9]([F:24])([F:23])[C:10]1[CH:11]=[C:12]([CH:16]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:18]=1)[C:13](Cl)=[O:14].[OH2:25]>ClCCl>[F:8][C:9]([F:24])([F:23])[C:10]1[CH:11]=[C:12]([CH:16]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:18]=1)[C:13]([N:3]1[CH2:4][CH2:5][C:7]2([C:6](=[O:25])[NH:3][CH2:4][CH:5]2[C:10]2[CH:11]=[CH:12][CH:16]=[CH:17][CH:18]=2)[CH2:7][CH2:6]1)=[O:14]

Participants

5

Reactant 3

HCID 962WaterHCID 8471TriethylamineHCID 1018563,5-Bis(trifluoromethyl)benzoyl chloride

Product 1

HCID 22898542HCID 22898542, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The residue was dissolved in dichloromethane (100 ml), triethyl amine (8.1 mL, 58 mmol) and 3,5-bistrifluoromethyl benzoylchloride (2.65 mL, 15 mmol) were added and the mixture was stirred at room temperature overnight. Water was added, the organic layer was separated and dried. The solvent was evaporated and the residue was purified by flash chromatography on silica gel (methylene chloride/methanol 98:2) to yield the desired product (4.65 g, 85%), MS: m/e=471.2 (M+H+).

Workup

  1. customthe organic layer was separated
  2. customdried
  3. customThe solvent was evaporated
  4. customthe residue was purified by flash chromatography on silica gel (methylene chloride/methanol 98:2)

Sources & evidence

ORD record
ord-8b4b98a4e1f547c19ed2e97934710af8
Source dataset
uspto-grants-2002_11
Patent number
US06482829B2

Reaction notes

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