5-Bromothiophene-2-carbaldehyde → 5-Pentylthiophene-2-carbaldehyde

Reaction equation

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

Participants

Reactant 2

HCID 784285-Bromothiophene-2-carbaldehyde

HCID 352103Pentylboronic Acid

Product 1

HCID 139071765-Pentylthiophene-2-carbaldehydeYield 67.4%

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 pentylboronic acid (250 mg, 2.16 mmol) in place of hexylboronic acid to give 5-pentylthiophene-2-carbaldehyde (161 mg, 67%). Used without further characterization.

Sources & evidence

ORD record: ord-51c98481b3cc4fd6a902fd98c58090f6
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09315495B2

Reaction notes

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