Sodium borohydride → HCID 66798754, compound

HRID 1193260Notes

Reaction equation

HRID 1193260 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]([O:13][CH3:14])=[O:12])[CH:9]=2)[CH2:4][CH2:3]1.[BH4-].[Na+]>CO>[OH:1][CH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]([O:13][CH3:14])=[O:12])[CH:9]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 10081226Methyl 3-oxo-2,3-dihydro-1H-indene-5-carboxylate

Product 1

HCID 66798754HCID 66798754, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

Methyl 3-oxo-2,3-dihydro-1H-indene-5-carboxylate (3.5 g, 18.421 mmol, 1.0 eq.) was dissolved in MeOH (40 ml) and cooled to 0° C.; NaBH4 (749 mg, 20.263 mmol, 1.1 eq.) was added in portions and the mixture was stirred for 3 hours at RT. After monitoring by TLC, the reaction mixture was concentrated to dryness under reduced pressure, and the residue was taken up in water (100 ml) and extracted with dichloromethane (2×100 ml). The combined org. phases were dried over sodium sulfate, concentrated under reduced pressure and used in the next stage without being purified further. Yield: 92% (3.2 g, 16.66 mmol)

Workup

  1. concentrationthe reaction mixture was concentrated to dryness under reduced pressure
  2. extractionextracted with dichloromethane (2×100 ml)
  3. dry with materialphases were dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customwithout being purified further

Sources & evidence

ORD record
ord-6be30c16d84240caaddc0f96a4c6b813
Source dataset
uspto-grants-2014_03
Patent number
US08680159B2

Reaction notes

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