5-Bromo-benzo[b]thiophene-2-carbaldehyde → 5-Butyl-2-formylbenzothiophene

HRID 629129Notes

Reaction equation

Br[C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([CH:10]=[O:11])=[CH:7][C:6]=2[CH:12]=1.[CH2:13]([B-](F)(F)F)[CH2:14][CH2:15][CH3:16].[K+]>>[CH2:13]([C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([CH:10]=[O:11])=[CH:7][C:6]=2[CH:12]=1)[CH2:14][CH2:15][CH3:16]

Participants

Reactant 2

HCID 6180355-Bromo-benzo[b]thiophene-2-carbaldehyde

HCID 23693579Potassium Butyltrifluoroborate

Product 1

HCID 1182289595-Butyl-2-formylbenzothiopheneYield 85%

Procedure

The compound was prepared as in Example 3.1 using 5-bromo-2-formylbenzothiophene (241 mg, 1.0 mmol) in place of 5-bromo-2-formylfuran and potassium butyltrifluoroborate (246 mg, 1.5 mmol) in place of hexylboronic acid to give 5-butyl-2-formylbenzothiophene (185 mg, 85%). Used without further characterization.

Sources & evidence

ORD record: ord-0ad649dbcba6473798dfb99177ece574
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09315495B2

Reaction notes

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