2-Bromoethanol → 2-(4-Phenylpiperidino)ethyl acetoacetate

HRID 746247Notes

Reaction equation

C1(C2CCNCC2)C=CC=CC=1.C(Br)CO.[C:17]1([CH:23]2[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][OH:31])[CH2:25][CH2:24]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[CH2:32]=[C:33]1[O:37][C:35](=[O:36])[CH2:34]1>>[C:35]([O:31][CH2:30][CH2:29][N:26]1[CH2:25][CH2:24][CH:23]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:28][CH2:27]1)(=[O:36])[CH2:34][C:33]([CH3:32])=[O:37]

Participants

Reactant 4

HCID 108982-Bromoethanol

HCID 12661Diketene

HCID 698734-Phenylpiperidine

HCID 2648322-(4-Phenylpiperidin-1-yl)ethanol

Product 1

HCID 138611532-(4-Phenylpiperidino)ethyl acetoacetate

Procedure

4-Phenylpiperidine was reacted with ethylene bromohydrin in the same manner as Reference Example 5, and the resulting oily 4-phenyl-1-piperidineethanol was further reacted with diketene to give 2-(4-phenylpiperidino)ethyl acetoacetate as an oil.

Sources & evidence

ORD record: ord-8d3d22bca60842e7a6f06068cd037bbb
Source dataset: uspto-grants-1986_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04603135

Reaction notes

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