Formaldehyde → 4-({1-[4-(Trifluoromethyl)phenyl]-1H-tetrazol-5-yl}methyl)morpholine

HRID 517752Notes

Reaction equation

HRID 517752 reaction equation
[CH2:1]=O.[NH:3]1[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1.C[Si]([N:13]=[N+:14]=[N-:15])(C)C.[F:16][C:17]([F:27])([F:26])[C:18]1[CH:23]=[CH:22][C:21]([N+:24]#[C-:25])=[CH:20][CH:19]=1>CO>[F:16][C:17]([F:26])([F:27])[C:18]1[CH:19]=[CH:20][C:21]([N:24]2[C:25]([CH2:1][N:3]3[CH2:8][CH2:7][O:6][CH2:5][CH2:4]3)=[N:15][N:14]=[N:13]2)=[CH:22][CH:23]=1

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 8083MorpholineHCID 78378AzidotrimethylsilaneHCID 27594124-(Trifluoromethyl)phenyl isocyanide

Product 1

HCID 565999424-({1-[4-(Trifluoromethyl)phenyl]-1H-tetrazol-5-yl}methyl)morpholine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of formaldehyde (37% in water) (0.074 ml, 1 mmol) in methanol (2 ml) was added morpholine (0.087 ml, 1.000 mmol). The reaction mixture was stirred at room temperature for 2 hours before the addition of trimethylsilylazide (0.159 ml, 1.200 mmol) and 4-(trifluoromethyl)phenyl isocyanide (0.205 g, 1.200 mmol). The reaction mixture was stirred at room temperature for 45 hours.

Sources & evidence

ORD record
ord-4e1dcf5083cb4495a65d560096984c0b
Source dataset
uspto-grants-2015_08
Patent number
US09115132B2

Reaction notes

Loading…