Sodium Hydroxide → Bis(4-chlorophenyl)acetaldehyde

HRID 2361778Notes

Reaction equation

HRID 2361778 reaction equation
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([CH:30]([C:33]2[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][CH:34]=2)[CH2:31][OH:32])=[CH:26][CH:25]=1.[OH-].[Na+]>ClCCl>[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([CH:30]([C:33]2[CH:34]=[CH:35][C:36]([Cl:39])=[CH:37][CH:38]=2)[CH:31]=[O:32])=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 175334-Chloro-beta-(4-chlorophenyl)benzeneethanolHCID 159087Triacetoxyperiodinane

Product 1

HCID 167694Bis(4-chlorophenyl)acetaldehyde

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dess-Martin periodinane (3.17 g, 7.49 mmol) was added to a solution of 2,2-Bis-(4-chloro-phenyl)-ethanol in dichloromethane (40 ml). The reaction mixture was stirred at room temperature for 17 hours under nitrogen, 2N NaOH added (15 ml) and the organic layer was separated, dried (MgSO4), filtered and concentrated to afford the title compounds which was used in the next step without further purification. LC/MS: (PS-B3) Rt 3.62 [M+H]+ 262.91.

Workup

  1. customthe organic layer was separated
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-6f10ab07ad4c4c66a545ba76729da1e1
Source dataset
uspto-grants-2014_04
Patent number
US08691806B2

Reaction notes

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