Potassium Hydroxide → HCID 13281343, compound

HRID 544686Notes

Reaction equation

HRID 544686 reaction equation
[Cl:1][C:2]1[C:13]2[CH2:12][CH2:11][CH2:10][C:9](=O)[C:8]3[CH:15]=[CH:16][CH:17]=[CH:18][C:7]=3[C:6]=2[CH:5]=[CH:4][CH:3]=1.O.NN.[OH-].[K+]>C(O)CO>[Cl:1][C:2]1[C:13]2[CH2:12][CH2:11][CH2:10][CH2:9][C:8]3[CH:15]=[CH:16][CH:17]=[CH:18][C:7]=3[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 13281350HCID 13281350, compound

Product 1

HCID 13281343HCID 13281343, compoundYield 90.6%

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

The reaction of 9-chloro-5,6,7,8-tetrahydrodibenzo[a,c]cycloocten-5-one (3.0 g, 0.015 mole), 85% hydrazine hydrate (4.5 g, 0.076 mole), potassium hydroxide (3.0 g, 0.046 mole) and ethylene glycol (39 ml) produced an oil. The oil was purified by column chromatography on silica gel, eluted with toluene to yield 4-chloro-5,6,7,8-tetrahydrodibenzo[a,c]cyclooctene as an oil (3.3 grams).

Workup

  1. customproduced an oil
  2. customThe oil was purified by column chromatography on silica gel
  3. washeluted with toluene

Sources & evidence

ORD record
ord-c5bdf7f015fa424b85fee1a5f2f188f8
Source dataset
uspto-grants-1984_05
Patent number
US04451484

Reaction notes

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