HCID 70855554, compound → HCID 73554824, compound

HRID 591036Notes

Reaction equation

HRID 591036 reaction equation
[Br:1][C:2]1[C:3]2[C:12]([CH3:13])=[CH:11][CH:10]=[CH:9][C:4]=2[S:5][C:6]=1[CH2:7][OH:8]>ClCCl.[O-2].[O-2].[Mn+4]>[Br:1][C:2]1[C:3]2[C:12]([CH3:13])=[CH:11][CH:10]=[CH:9][C:4]=2[S:5][C:6]=1[CH:7]=[O:8]

Participants

4

Reactant 1

HCID 70855554HCID 70855554, compound

Product 1

HCID 73554824HCID 73554824, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

At room temperature, a solution of (3-bromo-4-methyl-benzo[b]thiophen-2-yl)-methanol (23d) (400 mg, 1.55 mmol) and manganese dioxide (652 mg, 7.5 mmol) in dichloromethane (20 mL) was stirred for 2 hours. The mixture was then filtered and evaporated under reduced pressure to afford the desired aldehyde (23e) as a white solid without further purification (310 mg, 1.21 mmol, 78%).

Workup

  1. filtrationThe mixture was then filtered
  2. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-84fb353d93e44d9c8abed026e87bf638
Source dataset
uspto-grants-2016_01
Patent number
US09238026B2

Reaction notes

Loading…