Acetaldehyde → 2-ethylamino-N-methoxy-N-methyl-4-trifluoromethyl-benzamide

HRID 1042463Notes

Reaction equation

HRID 1042463 reaction equation
[NH2:1][C:2]1[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[CH:10][C:3]=1[C:4]([N:6]([O:8][CH3:9])[CH3:7])=[O:5].[CH:18](=O)[CH3:19].C(O[BH3-])(=O)C.[Na+]>C(Cl)Cl>[CH2:18]([NH:1][C:2]1[CH:13]=[C:12]([C:14]([F:15])([F:16])[F:17])[CH:11]=[CH:10][C:3]=1[C:4]([N:6]([O:8][CH3:9])[CH3:7])=[O:5])[CH3:19]

Participants

5

Reactant 3

HCID 177AcetaldehydeHCID 23670382SodiumacetoxyborohydrideHCID 866499592-amino-N-methoxy-N-methyl-4-trifluoromethyl-benzamide

Product 1

HCID 866499602-ethylamino-N-methoxy-N-methyl-4-trifluoromethyl-benzamideYield 17.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Amino-N-methoxy-N-methyl-4-trifluoromethyl-benzamide (482 mg, 1.94 mmol) was reacted with acetaldehyde (0.12 ml, 2.14 mmol) and sodium acetoxyborohydride (892 mg, 4.20 mmol) in CH2Cl2 at room temperature as described above to yield title compound (95 mg, 17%).

Sources & evidence

ORD record
ord-fae254677d8342f2a1a0837a508b8cb8
Source dataset
uspto-grants-2013_10
Patent number
US08557872B2

Reaction notes

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