Hydrochloric Acid → HCID 21406502, compound

HRID 1729894Notes

Reaction equation

HRID 1729894 reaction equation
[C:1]([C:4]1[CH:16]=[CH:15][C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH2:7][C:6]=2[CH:5]=1)(=[O:3])[CH3:2].[C-:17]#[N:18].[Na+].Cl>CCOCC.O>[OH:3][C:1]([CH3:2])([C:4]1[CH:16]=[CH:15][C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH2:7][C:6]=2[CH:5]=1)[C:17]#[N:18]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 8929Sodium CyanideHCID 699082-Acetylfluorene

Product 1

HCID 21406502HCID 21406502, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 2-acetylfluorene (5.32g.) in ether (20ml.) and water (40ml.) is cooled to 5° and agitated vigorously. Sodium cyanide (2.45g.) is added portionwise and the solution is then treated with conc. HCl (4.8ml.) while maintaining the temperature between 5°-10°. The mixture is then stirred for 2 hr. at room temperature, diluted with water and extracted with ether. The ether extracts are dried (MgSO4) and evaporated to give the titled compound.

Workup

  1. temperatureis cooled to 5°
  2. temperaturewhile maintaining the temperature between 5°-10°
  3. stirringThe mixture is then stirred for 2 hr
  4. extractionextracted with ether
  5. dry with materialThe ether extracts are dried (MgSO4)
  6. customevaporated

Sources & evidence

ORD record
ord-493390cce2fb4277a40e93098ceb8c37
Source dataset
uspto-grants-1976_11
Patent number
US03989841

Reaction notes

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