Acetone Cyanohydrin → 2,2-Diethyl-5,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester

HRID 2279187Notes

Reaction equation

[C:1]([O:5][C:6](N1CC2(CCCC2)NCC1(C)C)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:20]([C:22]([NH2:27])([CH2:25][CH3:26])[CH2:23][NH2:24])[CH3:21].[CH3:28][C:29]([CH3:33])(O)[C:30]#N>>[C:1]([O:5][C:6]([N:27]1[CH2:28][C:29]([CH3:33])([CH3:30])[NH:24][CH2:23][C:22]1([CH2:25][CH3:26])[CH2:20][CH3:21])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 3

HCID 6406Acetone Cyanohydrin

HCID 432996Diethylethylene diamine

HCID 86680337tert-Butyl 8,8-dimethyl-6,9-diazaspiro[4.5]decane-9-carboxylate

Product 1

HCID 900138422,2-Diethyl-5,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester

Procedure

2,2-Diethyl-5,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester was synthesized in analogy to 8,8-dimethyl-6,9-diaza-spiro[4.5]decane-9-carboxylic acid tert-butyl ester starting from 2-ethyl-butane-1,2-diamine and acetone cyanohydrin.

Sources & evidence

ORD record: ord-e7b0d872e91546bab897f811be233efa
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09133181B2

Reaction notes

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