N-Methylbutylamine → HCID 60934379, compound

HRID 1055188Notes

Reaction equation

HRID 1055188 reaction equation
[CH2:1]([NH:5][CH3:6])[CH2:2][CH2:3][CH3:4].[CH2:7]=[C:8]1[O:12][C:10](=[O:11])[CH2:9]1>CO>[CH2:1]([N:5]([CH3:6])[C:10](=[O:11])[CH2:9][C:8](=[O:12])[CH3:7])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 8068N-MethylbutylamineHCID 12661Diketene

Product 1

HCID 60934379HCID 60934379, compoundYield 56.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

14.1 ml (0.12 mol) N-n-butylmethylamine was added dropwise to a solution of 10.00 g (0.12 mol) diketene in 500 ml MeOH at 0° C. After stirring for 6 hours at 0° C., no starting material was detected anymore by thin-layer chromatography. The reaction mixture was spun off and the residue was purified by means of column chromatography. 11.61 g of product was obtained as a slightly yellow oil.

Workup

  1. customthe residue was purified by means of column chromatography

Sources & evidence

ORD record
ord-9c59dee98d094adfaddc18312d97caac
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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