Sodium borohydride → 6-Ethoxytetralin-2-ol

HRID 1385892

Reaction equation

HRID 1385892 reaction equation
[BH4-].[Na+].[CH2:3]([O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[CH2:12][C:11](=[O:16])[CH2:10][CH2:9]2)[CH3:4]>C(O)C.[OH-].[Na+]>[CH2:3]([O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[CH2:12][CH:11]([OH:16])[CH2:10][CH2:9]2)[CH3:4]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 46940316-Ethoxy-2-tetralone

Product 1

HCID 118302726-Ethoxytetralin-2-ol

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
0 °C

Procedure

1.97 g (52 mmol) of sodium borohydride were added in portions of 0° C. to 9.8 g (51.4 mmol) of 6-ethoxy-2-tetralone in 150 ml of ethanol. The mixture was stirred for 1 hour at 0° C. and diluted with 200 ml of 2N sodium hydroxide solution, and the solution was extracted with dichloromethane. The combined organic phases were washed with saturated sodium chloride solution, dried and concentrated. This gave 9.8 g of an oil which was further reacted without purification.

Workup

  1. extractionthe solution was extracted with dichloromethane
  2. washThe combined organic phases were washed with saturated sodium chloride solution
  3. customdried
  4. concentrationconcentrated
  5. customThis gave 9.8 g of an oil which was further reacted without purification

Sources & evidence

ORD record
ord-39e1cd72b30b4ec9b1d6e51fdb92caea
Source dataset
uspto-grants-2001_07
Patent number
US06265398B1

Linked notes

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