HCID 86717831, compound → HCID 86717833, compound

HRID 591017Notes

Reaction equation

HRID 591017 reaction equation
[Br:1][C:2]1[C:6]2=[C:7]3[C:12](=[CH:13][CH:14]=[C:5]2[S:4][C:3]=1[CH2:15][OH:16])[N:11]=[CH:10][CH:9]=[CH:8]3>ClCCl.[O-2].[O-2].[Mn+4]>[Br:1][C:2]1[C:6]2=[C:7]3[C:12](=[CH:13][CH:14]=[C:5]2[S:4][C:3]=1[CH:15]=[O:16])[N:11]=[CH:10][CH:9]=[CH:8]3

Participants

4

Reactant 1

HCID 86717831HCID 86717831, compound

Product 1

HCID 86717833HCID 86717833, compoundYield 79.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

Under nitrogen atmosphere, manganese dioxide (318 mg, 3.65 mmol) was added to a solution of {1-bromothieno[3,2-f]quinolin-2-yl}methanol (16e) (215 mg, 0.731 mmol) in dichloromethane (31 mL) at room temperature. The mixture was vigorously stirred for 7 hours, then it was filtered and concentrated to give the desired aldehyde (16f) as a yellow solid (170 mg, 0.58 mmol, 58%)

Workup

  1. filtrationit was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-18ba8477e51f40c2b7829a078d83c8c6
Source dataset
uspto-grants-2016_01
Patent number
US09238026B2

Reaction notes

Loading…