Diketene → HCID 13558218, compound

HRID 746246Notes

Reaction equation

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

Participants

Conditions

Temperature: 70 °C

Procedure

Diketene (0.33 ml) was added to a solution of 4-diphenylmethyl-1-piperidineethanol (1.04 g) in toluene (2 ml) at 70° C. and the mixture was stirred at 70° C. for an hour. The solvent was distilled off under reduced pressure and the residue was purified by silica gel chromatography [hexane-ethyl acetate (2:3, v/v)] to give 2-(4-diphenylmethylpiperidino)ethyl acetoacetate as an oil. Yield 1.23 g (92.1%).

Workup

distillationThe solvent was distilled off under reduced pressure
customthe residue was purified by silica gel chromatography [hexane-ethyl acetate (2:3

Sources & evidence

ORD record: ord-97e31cd0c32447a88bbc1ee7e58863f7
Source dataset: uspto-grants-1986_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04603135

Reaction notes

Loading…