Sodium Methoxide → HCID 19814309, compound

HRID 466598Notes

Reaction equation

HRID 466598 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([O:16][C:17](=[O:26])[NH:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)([C:14]#[CH:15])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[O-].[Na+]>CO>[CH2:19]([N:18]1[C:14](=[CH2:15])[C:11]2([CH2:12][CH2:13][N:8]([CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH2:9][CH2:10]2)[O:16][C:17]1=[O:26])[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 54040861HCID 54040861, compound

Product 1

HCID 19814309HCID 19814309, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

A solution containing 34.8 g of 1-benzyl-4-benzylcarbamoyloxy-4-ethynylpiperidine and 1.1 g of sodium methoxide in 350 ml of anhydrous methanol is refluxed for 4 hours. After cooling down and maintaining the reaction mixture at 0° C. for 30 to 60 minutes the crystalline precipitate is filtered and recrystallized from methanol to obtain the title compound in 83% yield, m.p.: 113°-114° C.

Workup

  1. temperatureis refluxed for 4 hours
  2. temperatureAfter cooling down
  3. filtrationis filtered
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-860557b5b75d43c493c9f8d38c6f4db1
Source dataset
uspto-grants-1992_10
Patent number
US05157038

Reaction notes

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