7-Methoxy-1,2,3,4-tetrahydronaphthalen-1-one → 7-Methoxy-1,2,3,4-tetrahydronaphthalen-1-ol

HRID 1790488Notes

Reaction equation

HRID 1790488 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH2:9][C:10]2=[O:13])=[CH:5][CH:4]=1.[BH4-].[Na+]>CO>[OH:13][CH:10]1[C:11]2[C:6](=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[CH:12]=2)[CH2:7][CH2:8][CH2:9]1

Participants

4

Reactant 2

HCID 812767-Methoxy-1,2,3,4-tetrahydronaphthalen-1-oneHCID 4311764Sodium borohydride

Product 1

HCID 122431977-Methoxy-1,2,3,4-tetrahydronaphthalen-1-olYield 102.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

7-Methoxy-1,2,3,4-tetrahydronaphthalen-1-one (5 g) was dissolved in methanol and sodium tetrahydroborate (1.3 g) was added thereto at 0° C. After reacting at room temperature for 2 hr, the reaction solution was partitioned between ethyl acetate and water. The ethyl acetate layer was washed with water, dried and concentrated under reduced pressure to give the title compound (5.19 g) as a colorless oil. (280-2) 1-(4-Acetylpiperazin-1-yl)-7-methoxy-1,2,3,4-tetrahydronaphthalene

Workup

  1. customat 0° C
  2. customthe reaction solution was partitioned between ethyl acetate and water
  3. washThe ethyl acetate layer was washed with water
  4. customdried
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f37e7763df2441269aa380f4b809c0ab
Source dataset
uspto-grants-2006_07
Patent number
US07071201B2

Reaction notes

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