Dichloromethane → 4-oxo-2-(3-(trifluoromethyl)phenyl)-4H-chromene-8-carbonyl chloride

HRID 876539Notes

Reaction equation

HRID 876539 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[C:7]([C:12](O)=[O:13])[CH:8]=[CH:9][CH:10]=2)[O:5][C:4]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=2)=[CH:3]1.C(Cl)[Cl:26]>CN(C=O)C>[O:1]=[C:2]1[C:11]2[C:6](=[C:7]([C:12]([Cl:26])=[O:13])[CH:8]=[CH:9][CH:10]=2)[O:5][C:4]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=2)=[CH:3]1

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 584772184-oxo-2-(3-(trifluoromethyl)phenyl)-4H-chromene-8-carboxylic acid

Product 1

HCID 584773264-oxo-2-(3-(trifluoromethyl)phenyl)-4H-chromene-8-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

Oxallylchloride (285 mg, 2.24 mmol) was added to a solution of 4-oxo-2-(3-(trifluoromethyl)phenyl)-4H-chromene-8-carboxylic acid 35 (250 mg, 0.75 mmol) in CH2Cl2 (15 mL) followed by DMF (1 drop). The reaction mixture was stirred at room temperature for 12 h. The volatiles were concentrated and the crude residue was dissolved in CH2Cl2. The solvent was evaporated and the crude product dried under vacuum and used without further purification.

Workup

  1. concentrationThe volatiles were concentrated
  2. dissolutionthe crude residue was dissolved in CH2Cl2
  3. customThe solvent was evaporated
  4. dry with materialthe crude product dried under vacuum
  5. customused without further purification

Sources & evidence

ORD record
ord-17e866f8e7e24da5a0f376f298a27f3e
Source dataset
uspto-grants-2015_03
Patent number
US08987258B2

Reaction notes

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