Formaldehyde → HCID 86691884, compound

HRID 517755Notes

Reaction equation

HRID 517755 reaction equation
[CH3:1][C@H:2]1[O:7][C@@H:6]([CH3:8])[CH2:5][NH:4][CH2:3]1.[CH2:9]=O.[N+:11]([C:13]1[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][CH:14]=1)#[C-:12].C[Si]([N:25]=[N+:26]=[N-:27])(C)C>CO>[CH3:8][C@H:6]1[O:7][C@@H:2]([CH3:1])[CH2:3][N:4]([CH2:9][C:12]2[N:11]([C:13]3[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][CH:14]=3)[N:27]=[N:26][N:25]=2)[CH2:5]1

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 78378AzidotrimethylsilaneHCID 4497754-isocyanobenzonitrileHCID 6415002,6-Dimethylmorpholine, cis-

Product 1

HCID 86691884HCID 86691884, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (cis)-2,6-dimethylmorpholine (104 mg, 0.9 mmol, Alfa Aesar, Ward Hill, USA) in methanol (3 mL) was added formaldehyde (37% aqueous) (0.067 mL, 0.900 mmol). The reaction mixture was shaken at room temperature for 40 minutes. To the reaction mixture was added 4-isocyanobenzonitrile (128 mg, 1 mmol) and trimethylsilylazide (0.133 mL, 1.00 mmol). The reaction mixture was shaken at room temperature for a further 18 hours.

Workup

  1. stirringThe reaction mixture was shaken at room temperature for a further 18 hours

Sources & evidence

ORD record
ord-720aed0b4b594a40bf1da4a6a910753d
Source dataset
uspto-grants-2015_08
Patent number
US09115132B2

Reaction notes

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