Hydrochloric Acid → HCID 21986508, compound

HRID 9660Notes

Reaction equation

HRID 9660 reaction equation
[Br:1][C:2]1[S:6][C:5]([C:7](=[O:9])C)=[C:4]([CH3:10])[CH:3]=1.[BH4-].[Na+].Cl>C(O)C>[Br:1][C:2]1[S:6][C:5]([CH2:7][OH:9])=[C:4]([CH3:10])[CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 21986456HCID 21986456, compound2×

Product 1

HCID 21986508HCID 21986508, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 1-(5-bromo-3-methylthien-2-yl)ethanone (intermediate 82, 5.13 g) in ethanol (50 ml) was treated with sodium borohydride (0.947 g). The reaction was stirred at 0° C. for 60 minutes and warmed to room temp for 30 minutes. 2M Aqueous hydrochloric acid was added and the reaction mixture was extracted with ethyl acetate twice. The organic solutions were combined and dried with brine and over magnesium sulfate. The title compound was isolated after removal of the desiccant and evaporation of the solvent.

Workup

  1. temperaturewarmed to room temp for 30 minutes
  2. extractionthe reaction mixture was extracted with ethyl acetate twice
  3. dry with materialdried with brine and over magnesium sulfate

Sources & evidence

ORD record
ord-52cc4b26200a4c778030d3f61d23cf78
Source dataset
uspto-grants-2006_08
Patent number
US07091237B2

Reaction notes

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