Dimethyl Sulfoxide → HCID 86596036, compound

HRID 2353356Notes

Reaction equation

HRID 2353356 reaction equation
Br[CH2:2][C:3]1[CH:4]=[CH:5][C:6]2[CH:10]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)=[C:13]([C:23]([F:26])([F:25])[F:24])[CH:12]=3)[S:8][C:7]=2[CH:27]=1.CS(C)=[O:30]>>[F:24][C:23]([F:26])([F:25])[C:13]1[CH:12]=[C:11]([C:9]2[S:8][C:7]3[CH:27]=[C:3]([CH:2]=[O:30])[CH:4]=[CH:5][C:6]=3[CH:10]=2)[CH:16]=[CH:15][C:14]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 679Dimethyl SulfoxideHCID 68454444HCID 68454444, compound

Product 1

HCID 86596036HCID 86596036, compound

Conditions

Temperature
100 °C

Procedure

To a solution of 6-bromomethyl-2-(2-trifluoromethyl-biphenyl-4-yl)-benzo[b]thiophene (180 mg, 0.4 mmol) in 5 mL DMSO, Ag2CO3 (330 mg, 1.2 mmol) is added. The suspension is heated to 100° C. for 3 hours. After work up, the organic layer is dried and concentrated. The residue is applied in column (hexane:EtOAc 9:1) to afford 100 mg of 2-(2-trifluoromethyl-biphenyl-4-yl)-benzo[b]thiophene-6-carbaldehyde as a off white solid. MS m/z 383[M+1]+.

Workup

  1. customAfter work up, the organic layer is dried
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-3c2ef02171d74fb98e68f6a8e61b978c
Source dataset
uspto-grants-2010_07
Patent number
US07750021B2

Reaction notes

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