Dimethylformamide → (Cyclohex-1-en-1-yl)(2,3-dichloro-4-methoxyphenyl)methanone

HRID 597028Notes

Reaction equation

HRID 597028 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([O:9][CH3:10])[CH:5]=[CH:4][C:3]=1[C:11]([C:13]1(Br)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:12].[Cl-].[Li+].CN(C)C=O>O>[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([O:9][CH3:10])[CH:5]=[CH:4][C:3]=1[C:11]([C:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]=1)=[O:12]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 433294Lithium ChlorideHCID 12395602HCID 12395602, compound

Product 1

HCID 12395603(Cyclohex-1-en-1-yl)(2,3-dichloro-4-methoxyphenyl)methanone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-Bromocyclohexyl 2,3-dichloro-4-methoxyphenyl ketone (47.3 g., 0.13 mole), lithium chloride (16.5 g., 0.39 mole) and dimethylformamide (200 ml.) are heated at 90° C for 2 hours, then poured into water (1 l.) to give 36.5 g. of 1-cyclohexenyl 2,3-dichloro-4-methoxyphenyl ketone which melts at 126°-129° C. after drying at 60° C. under vacuum for 16 hours.

Workup

  1. customto give 36.5 g
  2. dry with materialof 1-cyclohexenyl 2,3-dichloro-4-methoxyphenyl ketone which melts at 126°-129° C. after drying at 60° C. under vacuum for 16 hours

Sources & evidence

ORD record
ord-bb5243f6f8d14230b39f81a6f7985efa
Source dataset
uspto-grants-1977_03
Patent number
US04012524

Reaction notes

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