Benzene → HCID 86734477, compound

HRID 436026Notes

Reaction equation

HRID 436026 reaction equation
[N:1](=[C:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH:4]1[Cl:9])[OH:2].C1C=CC=CC=1.[Br:16][CH2:17][C:18](Br)=[O:19]>C(N(CC)CC)C>[Br:16][CH2:17][C:18]([OH:19])=[O:2].[Cl:9][CH:4]1[CH2:5][CH2:6][CH2:7][CH2:8][C:3]1=[N:1][OH:2]

Participants

5

Reactant 3

HCID 241Benzene2×HCID 61147Bromoacetyl bromideHCID 71318884HCID 71318884, compound

Product 1

HCID 86734477HCID 86734477, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Approximately 5.9 grams (0.04M) of 1-oximino-2-chlorocyclohexane is dissolved in 90 ml. of benzene and the solution is cooled to 10° C. About 8.1 gm. (0.04M) bromoacetyl bromide, diluted with 10 ml. of benzene, and 4.9 grams (6.7 ml.) of triethylamine are added dropwise simultaneously to the solution. Stirring is continued for 30 minutes and the mixture is allowed to come to room temperature. The mixture is then washed twice with water, twice with a mild NaHCO3 solution, and again with water. The mixture is then dried over MgSO4, and the solvent is evaporated to give the product 2-chlorocyclohexanone oxime bromoacetate.

Workup

  1. customto come to room temperature
  2. washThe mixture is then washed twice with water, twice with a mild NaHCO3 solution
  3. dry with materialThe mixture is then dried over MgSO4
  4. customthe solvent is evaporated

Sources & evidence

ORD record
ord-204aa86f79f8468691524eba5b4ddab5
Source dataset
uspto-grants-1977_02
Patent number
US04007227

Reaction notes

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