Diketene → 3-(4,4-Diphenylpiperid-1-yl)-propyl acetoacetate

HRID 1956403Notes

Reaction equation

HRID 1956403 reaction equation
[C:1]1([C:7]2([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][OH:16])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:23]=[C:24]1[O:28][C:26](=[O:27])[CH2:25]1>C1(C)C=CC=CC=1.CC(C)=O>[C:1]1([C:7]2([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:8][CH2:9][N:10]([CH2:13][CH2:14][CH2:15][O:16][C:26](=[O:27])[CH2:25][C:24]([CH3:23])=[O:28])[CH2:11][CH2:12]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 12661DiketeneHCID 104022594,4-Diphenyl-1-piperidinepropanol

Product 1

HCID 99770173-(4,4-Diphenylpiperid-1-yl)-propyl acetoacetate

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 1140TolueneSolvent

Procedure

23.6 g of 3-(4,4-diphenylpiperid-1-yl)-propanol were dissolved in 100 ml of absolute toluene, and 16 ml of a 50% strength solution of diketene in acetone were added with stirring. After standing for several days at room temperature (monitored by thin layer chromatography), the mixture was concentrated, and the residue was dried under high vacuum. The pale yellow, viscous oil which remains was employed without further purification for the nest stage.

Workup

  1. waitAfter standing for several days at room temperature
  2. concentration(monitored by thin layer chromatography), the mixture was concentrated
  3. customthe residue was dried under high vacuum
  4. customThe pale yellow, viscous oil which remains was employed without further purification for the nest stage

Sources & evidence

ORD record
ord-fc6deb5a14fe467ca35620b64c5d47cf
Source dataset
uspto-grants-1998_07
Patent number
US05780485

Reaction notes

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