Dimethylformamide dimethyl acetal → HCID 68689778, compound

HRID 1170453Notes

Reaction equation

HRID 1170453 reaction equation
[Cl:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[C:4]([CH2:6][C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])=[O:5].CO[CH:20](OC)[N:21]([CH3:23])[CH3:22]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[C:4](=[O:5])[C:6](=[CH:20][N:21]([CH3:23])[CH3:22])[C:7]([O:9][C:10]([CH3:12])([CH3:13])[CH3:11])=[O:8]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 109449921,1-Dimethylethyl 2-chlorobenzoylacetate

Product 1

HCID 68689778HCID 68689778, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1,1-Dimethylethyl 2-chlorobenzoylacetate (87 mg, 0.342 mmol) and N,N-dimethylformamide dimethyl acetal (50 μL, 45 mg, 0.375 mmol) were stirred in 1 mL of toluene. After 6 d, the reaction was concentrated in vacuo and the residue was subjected to flash chromatography. Elution with 1:1 hexanes/EtOAc afforded 61 mg (58%) of the title compound as an oil that solidified on standing, mp 97-99° C.

Workup

  1. concentrationthe reaction was concentrated in vacuo
  2. washElution with 1:1 hexanes/EtOAc

Sources & evidence

ORD record
ord-b49396e5e0014abc9ee24d3d10245d74
Source dataset
uspto-grants-2010_11
Patent number
US07825278B2

Reaction notes

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