Dichloromethane → Benzophenone

HRID 716708Notes

Reaction equation

HRID 716708 reaction equation
[N+]([CH2:4][CH3:5])([O-])=O.ClCCl.[N+]([C:12]1[CH:20]=[CH:19][C:15]([C:16](Cl)=[O:17])=[CH:14][CH:13]=1)([O-])=O.[Cl-].[Al+3].[Cl-].[Cl-]>C(Cl)(Cl)Cl>[C:16]([C:5]1[CH:4]=[CH:14][CH:13]=[CH:12][CH:20]=1)(=[O:17])[C:15]1[CH:19]=[CH:20][CH:12]=[CH:13][CH:14]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 6587NitroethaneHCID 85024-Nitrobenzoyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 3102Benzophenone

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
40 °C

Procedure

A solution of polymer in a suitable solvent (nitroethane, dichloromethane, chloroform) was treated with 4-nitro benzoyl chloride (1 eq) and aluminium chloride (1.2 eq). The solution was stirred at room temperature or at 40° C. then quenched with water. The organic layer was collected and washed with 1M HCl and 1M NaOH solutions sequentially. Concentration of the organic layer yielded the product.

Workup

  1. customthen quenched with water
  2. customThe organic layer was collected
  3. washwashed with 1M HCl and 1M NaOH solutions sequentially
  4. customConcentration of the organic layer yielded the product

Sources & evidence

ORD record
ord-39a02655e7c146e5bb7c6b2b4bd1fc53
Source dataset
uspto-grants-2015_11
Patent number
US09193678B2

Reaction notes

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