Borane → HCID 20623962, compound

HRID 1045045Notes

Reaction equation

HRID 1045045 reaction equation
[CH3:1][S:2]([C:5]1[S:9][C:8]([C:10](O)=[O:11])=[CH:7][CH:6]=1)(=[O:4])=[O:3].B>C1COCC1>[CH3:1][S:2]([C:5]1[S:9][C:8]([CH2:10][OH:11])=[CH:7][CH:6]=1)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 6331BoraneHCID 27404975-Methanesulfonylthiophene-2-carboxylic acid

Product 1

HCID 20623962HCID 20623962, compoundYield 60.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a THF (3 mL) solution of 5-methanesulfonyl-thiophene-2-carboxylic acid (900 mg, 4.32 mmol) at RT was added borane in THF (1M solution, 6 mL) and the reaction was stirred at room temperature overnight. The reaction was cooled in an ice bath and quenched with methanol. The solvent was evaporated under reduced pressure and the mixture was purified on a silica gel column to afford (5-methanesulfonyl-thiophen-2-yl)-methanol (500 mg, 60.2% yield).

Workup

  1. temperatureThe reaction was cooled in an ice bath
  2. customquenched with methanol
  3. customThe solvent was evaporated under reduced pressure
  4. customthe mixture was purified on a silica gel column

Sources & evidence

ORD record
ord-d3a6ce5074504beb9d2d29d4273f50b0
Source dataset
uspto-grants-2013_10
Patent number
US08563742B2

Reaction notes

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