Ammonia → HCID 86652223, compound

HRID 1045088Notes

Reaction equation

HRID 1045088 reaction equation
[C:1]1(=O)[C:13]2[C:5]([C:6]3[C:11]([CH:12]=2)=[CH:10][CH:9]=[CH:8][CH:7]=3)=[CH:4][CH:3]=[CH:2]1.[NH3:15].[ClH:16]>C(OCC)C>[ClH:16].[C:1]1(=[NH:15])[C:13]2[C:5]([C:6]3[C:11]([CH:12]=2)=[CH:10][CH:9]=[CH:8][CH:7]=3)=[CH:4][CH:3]=[CH:2]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 22281833Fluoreneone

Product 1

HCID 86652223HCID 86652223, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The fluorenone (4.0 g, 22.2 mmol) was stirred in an autoclave of 110° C. for three days in an ammonia atmosphere (7 to 8 atm). After the reaction, it was allowed to dissolve in diethyl ether. And, hydrogen chloride was blown into it. It was stirred for one hour at room temperature. The obtained suspension was filtered, and the filtrate was cleaned with the diethyl ether. With this, fluorenone imine hydrochloride (3.4 g, 71%) was obtained. This hydrochloride was allowed to decompose with an ammonia aqueous solution. And, it was recrystallized by using the methylene chloride and hexane. And, Fluoren-9-ylideneamine (2.3 g, 58%) was obtained.

Workup

  1. customAfter the reaction, it
  2. filtrationThe obtained suspension was filtered

Sources & evidence

ORD record
ord-157d9230bff748febf8f30caad303ed9
Source dataset
uspto-grants-2013_10
Patent number
US08563765B2

Reaction notes

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