5-Bromothiophene-2-carbaldehyde → 5-Ethyl-2-thiophenecarboxaldehyde

HRID 629144Notes

Reaction equation

Br[C:2]1[S:6][C:5]([CH:7]=[O:8])=[CH:4][CH:3]=1.[CH2:9](B(O)O)[CH3:10]>>[CH2:9]([C:2]1[S:6][C:5]([CH:7]=[O:8])=[CH:4][CH:3]=1)[CH3:10]

Participants

Reactant 2

HCID 784285-Bromothiophene-2-carbaldehyde

HCID 521157Ethylboronic acid

Product 1

HCID 1698305-Ethyl-2-thiophenecarboxaldehydeYield 51%

Procedure

The compound was synthesized as in Example 3.1 using 5-bromothiophene-2-carbaldehyde (250 mg, 1.31 mmol) in place of 5-bromo-2-formylfuran and ethylboronic acid (160 mg, 2.16 mmol) in place of hexylboronic acid to give 5-ethylthiophene-2-carbaldehyde (93 mg, 51%). Used without further characterization.

Sources & evidence

ORD record: ord-d38e02dffe8b4b98b8ba6e0d17297a59
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09315495B2

Reaction notes

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