Sodium Hydroxide → 7-Methoxy-1,2,3,4-tetrahydronaphthalen-1-ol

HRID 1790489Notes

Reaction equation

HRID 1790489 reaction equation
C(N1CCN([CH:10]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([O:20][CH3:21])[CH:18]=3)[CH2:13][CH2:12][CH2:11]2)CC1)(=O)C.[OH-:22].[Na+]>C(O)C>[OH:22][CH:10]1[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([O:20][CH3:21])[CH:18]=2)[CH2:13][CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 220379831-Acetyl-4-(7-methoxy-tetralin-1-yl)piperazine

Product 1

HCID 122431977-Methoxy-1,2,3,4-tetrahydronaphthalen-1-ol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-(4-Acetylpiperazin-1-yl)-7-methoxy-1,2,3,4-tetrahydronaphthalene (0.85 g) was dis solved in ethanol (10 ml). After adding an 8 N aqueous solution (3 ml) of sodium hydroxide, the resultant mixture was heated under reflux for 3 hr. Then the liquid reaction mixture was concentrated under reduced pressure and the residue was purified by NH-silica gel column chromatography (ethyl acetate) to give the title compound (0.6 g) as a pale brown oil. (280-4) 1-[4-(4-Fluorophenylacetyl)piperazin-1-yl]-7-methoxy-1,2,3,4-tetrahydronaphthalene

Workup

  1. temperatureunder reflux for 3 hr
  2. customThen the liquid reaction mixture
  3. concentrationwas concentrated under reduced pressure
  4. customthe residue was purified by NH-silica gel column chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-8b1f5308b3b2444d885fbe8797a034d2
Source dataset
uspto-grants-2006_07
Patent number
US07071201B2

Reaction notes

Loading…