4-Bromothiophene-2-carbaldehyde → 1-(4-Bromo-2-thienyl)-1-propanol

HRID 49340

Reaction equation

HRID 49340 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[O:8])[S:5][CH:6]=1.[CH2:9]([Mg]Br)[CH3:10]>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]([OH:8])[CH2:9][CH3:10])[S:5][CH:6]=1

Participants

4

Reactant 2

HCID 877924-Bromothiophene-2-carbaldehydeHCID 178418443HCID 178418443, compound

Product 1

HCID 226069011-(4-Bromo-2-thienyl)-1-propanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

30 g (157 mmol) of 4-bromo-2-thiophenecarboxaldehyde are dissolved in 200 mL of anhydrous THF. 104 mL (312 mmol) of 3.0 M ethylmagnesium bromide are added slowly and the medium is stirred for 2 hours at room temperature. After the usual treatment, an orange-coloured oil is obtained (m=33.5 g; Y=96%).

Workup

  1. customAfter the usual treatment, an orange-coloured oil is obtained (m=33.5 g; Y=96%)

Sources & evidence

ORD record
ord-b2bca1c410a54470a65e171b381e8a24
Source dataset
uspto-grants-2004_03
Patent number
US06706725B1

Linked notes

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