Trimethylsilyl isocyanate → HCID 16791439, compound

HRID 2100427Notes

Reaction equation

HRID 2100427 reaction equation
[CH3:1][CH:2]1[O:7][CH:6]([CH3:8])[CH2:5][NH:4][CH2:3]1.C[Si]([N:13]=[C:14]=[O:15])(C)C>C(O)(C)C>[CH3:8][CH:6]1[O:7][CH:2]([CH3:1])[CH2:3][N:4]([C:14]([NH2:13])=[O:15])[CH2:5]1

Participants

4

Reactant 2

HCID 70696Trimethylsilyl isocyanateHCID 1108622,6-Dimethylmorpholine

Product 1

HCID 16791439HCID 16791439, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a stirred solution of 2,6-dimethylmorpholine (mixture of cis- and trans-isomers, 1.7 g, 15 mmol) in isopropanol (30 mL) at rt was added trimethylsilylisocyanate (2.8 mL, 21 mmol) and the resulting solution stirred overnight before the volatiles were removed in vacuo to give a mixture of cis- and trans-2,6-dimethyl-morpholine-4-carboxylic acid amide (2.7 g, quant.) as a solid; m/z (ES+) 158 [M+H]+.

Workup

  1. customwere removed in vacuo
  2. customto give

Sources & evidence

ORD record
ord-3fe2cb6fd54f4c999f9c1ba607e00da4
Source dataset
uspto-grants-2009_08
Patent number
US07572794B2

Reaction notes

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