Acetyl chloride → HCID 117966584, compound

HRID 931085Notes

Reaction equation

HRID 931085 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:12]#[N:13])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.[C:16]([Cl:19])(=[O:18])[CH3:17]>C(O)C>[ClH:19].[F:1][C:2]([F:14])([F:15])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2([C:12](=[NH:13])[O:18][CH2:16][CH3:17])[CH2:10][CH2:11]2)=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 200261711-[4-(Trifluoromethyl)phenyl]cyclopropane-1-carbonitrile

Product 1

HCID 117966584HCID 117966584, compoundYield 102.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Into a 4 mL vial was added 1-(4-(trifluoromethyl)phenyl)cyclopropanecarbonitrile (21 mg, 0.1 mmol), ethanol (70 μL) and acetyl chloride (56 μL, 0.792 mmol). The reaction mixture was stirred at room temperature for 18 h. The solvent was removed under reduced pressure to afford the title compound as a white solid (30 mg). The material was used without further purification. 1H NMR (500 MHz, CD3OD) δ 1.45 (t, 3H), 1.61-1.66 (m, 2H), 1.95-2.00 (m, 2H), 4.44 (d, 2H), 7.70 (d, 2H), 7.75 (d, 2H).

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-15d421ff886e44c982abff2de8972a1a
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

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