Chloroacetyl chloride → N-(3-Fluorophenyl)-alpha-chloroacetanilide
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:5]=[CH:6][CH:7]=1.[Cl:15][CH2:16][C:17](Cl)=[O:18]>C1C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([N:8]([C:17](=[O:18])[CH2:16][Cl:15])[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:5]=[CH:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
N-(3-Fluorophenyl)aniline (7.02 g, 0.0375 mole) and chloroacetyl chloride (3.3 ml, 0.0412 mole) were refluxed in benzene (50 ml) for 3 hours, then evaporated in vacuo to solids and the solids triturated with pentane and ether to yield purified title product, 8.69 g, m.p. 115°-117°.
Workup
- customevaporated in vacuo to solids
- customthe solids triturated with pentane and ether
- customto yield
- custompurified title product, 8.69 g, m.p. 115°-117°
Sources & evidence
- ORD record
- ord-18c3d91b999e45a492b9fdb272a9cead
- Source dataset
- uspto-grants-1989_08
- Patent number
- US04861880
Reaction notes
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