tert-Butoxy bis(dimethylamino)methane → HCID 67406834, compound

HRID 643747Notes

Reaction equation

HRID 643747 reaction equation
[C:1]([Si:5]([CH3:15])([CH3:14])[O:6][C:7]1[C:8](=[O:13])[CH2:9][CH2:10][CH2:11][CH:12]=1)([CH3:4])([CH3:3])[CH3:2].CC(O[CH:21](N(C)C)[N:22]([CH3:24])[CH3:23])(C)C>C1(C)C=CC=CC=1>[C:1]([Si:5]([CH3:15])([CH3:14])[O:6][C:7]1[C:8](=[O:13])[C:9](=[CH:21][N:22]([CH3:24])[CH3:23])[CH2:10][CH2:11][CH:12]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 117463392-Cyclohexen-1-one, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-

Product 1

HCID 67406834HCID 67406834, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
115 °C

Procedure

A mixture of 2-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enone (6.9 g, 30.48 mmol) in dry toluene (50 mL) was treated with Bredereck's reagent (9.44 ml, 45.72 mmol) was stirred at 115° C. for 24 hours. The mixture was concentrated under reduced pressure to give 2-(tert-butyl-dimethyl-silanyloxy)-6-dimethylaminomethylene-cyclohex-2-enone as a semi-solid brown residue which was used as such in the next step.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c63bf9ca5e094c6dad020506e4959847
Source dataset
uspto-grants-2010_04
Patent number
US07700609B2

Reaction notes

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