5-Bromo-1-benzofuran-2-carbaldehyde → 5-Butyl-2-formylbenzofuran

Reaction equation

Br[C:2]1[CH:3]=[CH:4][C:5]2[O: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[O: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 27955355-Bromo-1-benzofuran-2-carbaldehyde

HCID 23693579Potassium Butyltrifluoroborate

Product 1

HCID 1154935835-Butyl-2-formylbenzofuranYield 90%

Procedure

The compound was synthesized as in Example 3.1, using 5-bromo-2-formylbenzofuran (500 mg, 2.22 mmol) in place of 5-bromo-2-formylfuran and potassium butyltrifluoroborate (546 mg, 3.33 mmol) in place of hexylboronic acid to give 5-butyl-2-formylbenzofuran (402 mg, 90%). Used without further characterization.

Workup

customThe compound was synthesized as in Example 3.1

Sources & evidence

ORD record: ord-7e2fe99bdb704e07849ab317f546aee4
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09315495B2

Reaction notes

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