Water → HCID 10584198, compound

HRID 21356Notes

Reaction equation

HRID 21356 reaction equation
[BH4-].[Na+].[C:3]1([CH3:9])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[OH2:10]>C(O)C>[OH:10][CH:7]([CH3:8])[CH2:6][CH2:9][C:3]1[CH:8]=[CH:7][C:6]2[C:5](=[CH:9][CH:3]=[CH:4][CH:5]=2)[CH:4]=1

Participants

5

Reactant 3

HCID 962WaterHCID 1140TolueneHCID 4311764Sodium borohydride

Product 1

HCID 10584198HCID 10584198, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Then, 99 g (0.5 mole) of the compound (XLVII-1) was suspended in 1000 ml of ethanol, 9.5 g (0.25 mole) of sodium borohydride was added thereto, and the resulting mixture was stirred at room temperature for 5 hours. After completion of the reaction 1500 ml of toluene and 500 ml of water were added thereto to effect extraction, and the organic layer was separated. The organic layer was washed with water and then concentrated to obtain 100 g of 2-(3-hydroxybutyl)naphthalene (XII-2) (yield: 100%) as a pale yellow solid.

Workup

  1. additionwere added
  2. extractionextraction
  3. customthe organic layer was separated
  4. washThe organic layer was washed with water
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-fc61346101df4a9986555f6d339bd180
Source dataset
uspto-grants-1995_06
Patent number
US05422038

Reaction notes

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