Triethylamine → HCID 22224811, compound

HRID 1062027Notes

Reaction equation

HRID 1062027 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7](Cl)=[O:8])([O-:3])=[O:2].[K+].[C:14]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])(=[O:19])[CH2:15][C:16]([O-:18])=O.CCN(CC)CC.[Mg+2].[Cl-].[Cl-].C(OC(C(F)(F)F)=O)(C(F)(F)F)=O>CC#N.C(O)(C(F)(F)F)=O.CC(C)=O>[C:21]([O:20][C:14](=[O:19])[CH2:15][C:7]([C:6]1[CH:10]=[CH:11][CH:12]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)=[O:8])([CH3:24])([CH3:23])[CH3:22].[CH3:24][C:21]1([CH3:23])[O:20][C:14](=[O:19])[CH:15]=[C:16]([C:11]2[CH:10]=[CH:6][CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:12]=2)[O:18]1

Participants

9

Reactant 5

HCID 8471TriethylamineHCID 8495Benzoyl chloride, 3-nitro-HCID 9845Trifluoroacetic anhydrideHCID 5360315Magnesium ChlorideHCID 23662309HCID 23662309, compound

Product 2

HCID 22224811HCID 22224811, compoundHCID 69593002HCID 69593002, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 86586799TFA acetoneSolvent

Procedure

The 3-(3-nitro-phenyl)-3-oxo-propionic acid tert.-butyl ester was prepared from 3-nitrobenzoyl chloride (2.71 g, 14.6 mmol) and tert.-butyl malonate potassium salt (6.0 g, 30.0 mmol) with Et3N (4.5 mL, 32.2 mmol) and MgCl2 (3.48 g, 36.52 mmol) in CH3CN according to general procedure H (method a). The crude material (3.88 g) was transformed into the title compound by stirring in TFA/acetone with TFAA according to general procedure J (method b). Obtained as a yellow solid (2.76 g).

Sources & evidence

ORD record
ord-906f2403792f4fa789fdbca716abdb22
Source dataset
uspto-grants-2005_11
Patent number
US06960578B2

Reaction notes

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