Hydrochloric Acid → HCID 18354313, compound

HRID 429053Notes

Reaction equation

HRID 429053 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=O)[CH2:6][CH2:5]2.[C-]#[N:13].[K+].[C:15](=[O:18])([O-])[O-].[NH4+].[NH4+].Cl.C[N:23](C)[CH:24]=[O:25]>O>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7]1([C:24](=[O:25])[NH:23][C:15](=[O:18])[NH:13]1)[CH2:6][CH2:5]2

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 9032Potassium CyanideHCID 1365375-Fluoro-1-indanoneHCID 517111Ammonium Carbonate

Product 1

HCID 18354313HCID 18354313, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
130 °C

Procedure

A solution of 5-fluoro-1-indanone (1.5 g, 10.0 mmol) in dimethylformamide (16 mL) and water (1.0 mL) containing potassium cyanide (855 mg., 13 mmol) and ammonium carbonate(3.19 g, 30 mmol) was sealed in a screw-top glass tubular vessel and heated at 130° C. for 24 hours. The cooled reaction vessel was opened and the contents poured into water and acidified with concentrated HCl. The resulting precipitate was collected by filtration, rinsed with water and dried. This solid was digested in ethyl acetate to give purified product as a racemate. m.p.: >260° C.

Workup

  1. customwas sealed in a screw-top glass tubular vessel
  2. customThe cooled reaction vessel
  3. filtrationThe resulting precipitate was collected by filtration
  4. washrinsed with water
  5. customdried
  6. customto give
  7. custompurified product as a racemate

Sources & evidence

ORD record
ord-6eead21591484b1eb017f1f1435a65d3
Source dataset
uspto-grants-2001_11
Patent number
US06316437B1

Reaction notes

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