Hydrazine hydrate (1:1) → HCID 15718595, compound

HRID 344043Notes

Reaction equation

HRID 344043 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][CH:6]([CH2:12][N:13]1C(=O)C3=CC=CC=C3C1=O)[CH2:7]2.O.NN>C(O)C>[NH2:13][CH2:12][CH:6]1[CH2:5][CH2:4][C:3]2[C:2]([OH:1])=[CH:11][CH:10]=[CH:9][C:8]=2[CH2:7]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 70187301HCID 70187301, compound

Product 1

HCID 15718595HCID 15718595, compoundYield 76.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of N-[(1,2,3,4-tetrahydro-5-hydroxy-2-naphthyl)methyl]phthalimide (634 mg) and hydrazine monohydrate (309 mg) in ethanol (14 ml) was refluxed for 3 hours, cooled to room temperature, and evaporated in vacuo. The residue was chromatographed (methylene chloride-methanol) over basic alumina to afford 6-(aminomethyl)-5,6,7,8-tetrahydro-1-naphthol (281 mg) as a colorless powder.

Workup

  1. customevaporated in vacuo
  2. customThe residue was chromatographed (methylene chloride-methanol) over basic alumina

Sources & evidence

ORD record
ord-662ecd32fff3413d8508c74a812af62f
Source dataset
uspto-grants-1999_01
Patent number
US05863918

Reaction notes

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