Hydrochloric Acid → HCID 6822331, compound

HRID 2100713Notes

Reaction equation

HRID 2100713 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[CH2:7][CH2:6]2.Cl.C([O:18][N:19]=O)CCC>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[C:7](=[N:19][OH:18])[CH2:6]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10996Butyl nitriteHCID 787875-Methoxyindan-1-one

Product 1

HCID 6822331HCID 6822331, compoundYield 77.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 5-methoxy-1-indanone (25 g, 0.15 mol) in 300 ml MeOH was added 15 ml concentrated HCl, and then n-butylnitrite (19.5 ml, 0.17 mol) in 50 ml MeOH at 40° C. The solution was stirred for 2 hours during which time a precipitate was formed. The precipitate was collected and dried to yield a white solid (22.3 g, 75% yield). LC-MS: 192 (MH+)

Workup

  1. customat 40° C
  2. customwas formed
  3. customThe precipitate was collected
  4. customdried

Sources & evidence

ORD record
ord-f23b95fb479340c8ac29cb22eeb46e82
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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