Hydrochloric Acid → HCID 76608766, compound

HRID 2100752Notes

Reaction equation

HRID 2100752 reaction equation
[CH3:1][N:2]([CH3:17])[C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[O:14][CH3:15])[CH2:10][CH2:9][C:8]2=[O:16])=[O:4].C([O:22][N:23]=O)CCC.Cl>CO.O1CCOCC1>[CH3:17][N:2]([CH3:1])[C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[O:14][CH3:15])[CH2:10][C:9](=[N:23][OH:22])[C:8]2=[O:16])=[O:4]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 10996Butyl nitriteHCID 57799672HCID 57799672, compound

Product 1

HCID 76608766HCID 76608766, compoundYield 97.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 6-Methoxy-3-oxo-indan-5-carboxylic acid dimethylamide (2.56 g, 10.97 mmol) in the methanol (40 ml) and dioxane (40 ml) was added n-butylnitrite (1.48 ml, 12.067 mmol) followed by concentrated HCl (1 ml). The solution was stirred at r.t overnight during which time a precipitate was formed. The precipitate was collected and dried to yield a yellow solid (2.8 g, 97%). LC-MS: m/e 263 (MH+).

Workup

  1. customwas formed
  2. customThe precipitate was collected
  3. customdried

Sources & evidence

ORD record
ord-813776e1eaa547138b7bbac4185b6194
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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