(4-(5-Chloro-furan-2-ylmethyl)-phenyl)-methanol → HCID 59255186, compound

HRID 1691064Notes

Reaction equation

HRID 1691064 reaction equation
[Cl:1][C:2]1[O:6][C:5]([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([CH2:14][OH:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1>[O-2].[O-2].[Mn+4].ClCCl>[Cl:1][C:2]1[O:6][C:5]([CH2:7][C:8]2[CH:9]=[CH:10][C:11]([CH:14]=[O:15])=[CH:12][CH:13]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 59255370(4-(5-Chloro-furan-2-ylmethyl)-phenyl)-methanol

Product 1

HCID 59255186HCID 59255186, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

To a mixture of (4-(5-chloro-furan-2-ylmethyl)-phenyl)-methanol (650 mg, 2.9 mmol) described in Manufacturing Example 62-1-3 and dichloromethane (20 mL) was added manganese dioxide (6.5 g, 75 mmol) at room temperature, which was stirred overnight at room temperature. The reaction mixture was filtered through a Celite pad. The filtrate was evaporated under a reduced pressure to obtain the title compound (530 mg, 83%).

Workup

  1. filtrationThe reaction mixture was filtered through a Celite pad
  2. customThe filtrate was evaporated under a reduced pressure

Sources & evidence

ORD record
ord-fa2fc6ac7b5a49469168ac2d8584129b
Source dataset
uspto-grants-2012_04
Patent number
US08153662B2

Reaction notes

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