Ammonium Chloride → 1-(4-Bromo-2-thienyl)-1-propanol

HRID 2307571

Reaction equation

HRID 2307571 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].[Cl-].[NH4+]>C(OCC)C.C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]([OH:8])[CH2:9][CH3:10])[S:5][CH:6]=1

Participants

6

Reactant 3

HCID 25517Ammonium ChlorideHCID 877924-Bromothiophene-2-carbaldehydeHCID 178418443HCID 178418443, compound

Product 1

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

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

10 g (52 mmol) of 4-bromothiophene-2-carbaldehyde are dissolved in 200 mL of ethyl ether and 20 mL of THF. 26.6 mL (78 mmol) of 3.0M ethylmagnesium bromide are added slowly. After 2 hours at room temperature, the reaction medium is poured into saturated ammonium chloride solution. After extraction, a yellow oil is obtained (m=11.5 g, Y=99%).

Workup

  1. extractionAfter extraction
  2. customa yellow oil is obtained (m=11.5 g, Y=99%)

Sources & evidence

ORD record
ord-cc902a219f7946458d907dddb3b794c3
Source dataset
uspto-grants-2004_12
Patent number
US06831106B1

Linked notes

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