Ammonia → HCID 53781817, compound

HRID 1283139Notes

Reaction equation

HRID 1283139 reaction equation
[CH3:1][CH:2]1[C:6]2([CH2:11][CH2:10][CH2:9][CH2:8][CH:7]2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[O:5][C:4](=[O:18])[NH:3]1.[NH2-].[Na+].N.[CH3:22]I>CN(C)P(=O)(N(C)C)N(C)C.O>[CH3:22][N:3]1[CH:2]([CH3:1])[C:6]2([CH2:11][CH2:10][CH2:9][CH2:8][CH:7]2[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[O:5][C:4]1=[O:18]

Participants

7

Reactant 4

HCID 222AmmoniaHCID 6328Methyl iodideHCID 24533Sodium amideHCID 54433857HCID 54433857, compound

Product 1

HCID 53781817HCID 53781817, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 12679HexamethylphosphoramideSolvent2×

Procedure

4-Methyl-6-phenyl-1-oxa-3-azaspiro [4.5] decan-2-one (Example XXIII) (23.6 g) in hexamethylphosphoric triamide (HMPT) is added dropwise to 5 g sodium amide in 35 ml HMPT. The mixture is stirred until NH3 evolution is essentially finished and 11 ml methyl iodide added at about 40° over a 1/2 hour period. The mixture is stirred 1 hour, added to 700 ml water and extracted with ethyl acetate. The extract is washed with water, dried and concentrated to give 25 g crude product. A sample of the crude product, recrystallized from cyclohexane, gave the crystalline product, m. 85°-6°.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract is washed with water
  3. customdried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-f8d479b70e0c47d9a38a615a8e762565
Source dataset
uspto-grants-1976_08
Patent number
US03974157

Reaction notes

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