HCID 18669677, compound → HCID 18669683, compound

HRID 1058999Notes

Reaction equation

HRID 1058999 reaction equation
[Br:1][C:2]1[CH:23]=[CH:22][C:5]([CH:6]([OH:21])[C:7]2[CH:12]=[CH:11][C:10]([O:13][CH:14]3[CH2:18][CH2:17][CH2:16][CH2:15]3)=[C:9]([O:19][CH3:20])[CH:8]=2)=[CH:4][CH:3]=1>ClCCl.[O-2].[Mn+4].[O-2]>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:6](=[O:21])[C:7]2[CH:12]=[CH:11][C:10]([O:13][CH:14]3[CH2:18][CH2:17][CH2:16][CH2:15]3)=[C:9]([O:19][CH3:20])[CH:8]=2)=[CH:22][CH:23]=1

Participants

4

Reactant 1

HCID 18669677HCID 18669677, compound

Product 1

HCID 18669683HCID 18669683, compoundYield 4,370.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 4′-bromo-4-cyclopentoxy-3-methoxybenzhydrol (10 g 0.5 mmol) in dichloromethane(50 ml), was added manganese (IV) oxide (24.0 g, 267 mmol). The mixture was stirred at the room temperature for two days then filtered through celite and the residue washed with dichloromethane. The filtrate was evaporated and the residue crystallized from ethanol to afford the title compound as a white solid (8.2 g, 83%). MS (m/e): 375 [(M+1)+].

Workup

  1. filtrationthen filtered through celite
  2. washthe residue washed with dichloromethane
  3. customThe filtrate was evaporated
  4. customthe residue crystallized from ethanol

Sources & evidence

ORD record
ord-97fc82961b4a4f54917d6f67a864f83c
Source dataset
uspto-grants-2003_02
Patent number
US06518306B1

Reaction notes

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