Ammonia → HCID 20335244, compound

HRID 1973992Notes

Reaction equation

HRID 1973992 reaction equation
[H-].[Na+].[F:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[C:9]([CH:14]([CH3:18])[C:15](O)=[O:16])[CH:8]=[CH:7]2.C(Cl)(=O)C(Cl)=O.[NH3:25]>C1C=CC=CC=1>[F:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[C:9]([CH:14]([CH3:18])[C:15]([NH2:25])=[O:16])[CH:8]=[CH:7]2

Participants

6

Reactant 4

HCID 222AmmoniaHCID 24758Sodium hydrideHCID 65578Oxalyl chlorideHCID 20335242HCID 20335242, compound

Product 1

HCID 20335244HCID 20335244, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Conditions

Temperature
0 °C

Procedure

A suspension of 2.4 g. of sodium hydride and 50 ml. of benzene is added to a mixture of 23 g. of 6-fluoro-2-naphthyl-α-methylacetic acid and 450 ml. of benzene. The resulting mixture is stirred for four hours. The mixture is cooled to 0° C and 19 g. of oxalyl chloride are added; after the addition, the mixture is allowed to stand for 4 hours. The resulting mixture is then saturated with ammonia and allowed to stand for 8 hours. This mixture is then evaporated under reduced pressure. The residue is taken up in methylene chloride, washed with water to neutrality, dried, filtered, and evaporated to give 6-fluoro-2-naphthyl-α-methylacetamide.

Workup

  1. additionA suspension of 2.4 g
  2. additionafter the addition
  3. waitto stand for 4 hours
  4. waitto stand for 8 hours
  5. customThis mixture is then evaporated under reduced pressure
  6. washwashed with water to neutrality
  7. customdried
  8. filtrationfiltered
  9. customevaporated

Sources & evidence

ORD record
ord-559c3ce1d6b443a4b1ccb7a57849d863
Source dataset
uspto-grants-1976_12
Patent number
US03998966

Reaction notes

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