Acetic Acid → HCID 10335525, compound

HRID 22591Notes

Reaction equation

HRID 22591 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH2:12][CH2:13][CH2:14][C:15]3[CH:16]=[C:17]([CH:21]4OCC[O:22]4)[CH:18]=[CH:19][CH:20]=3)=[N:9]2)=[CH:4][CH:3]=1.C(O)(=O)C.O>C1COCC1.C(OCC)(=O)C>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH2:12][CH2:13][CH2:14][C:15]3[CH:16]=[C:17]([CH:18]=[CH:19][CH:20]=3)[CH:21]=[O:22])=[N:9]2)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 962WaterHCID 10360742HCID 10360742, compound

Product 1

HCID 10335525HCID 10335525, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 2-(3-(3-(7-chloroquinolin-2-yl)propyl)phenyl)-1,3-dioxolane from Step 6 (189 mg) in THF (9.5 mL) was added a 1 to 1 mixture of acetic acid and water (6.5 mL). The reaction was heated at 63° for 2 hours. The reaction was diluted with ethyl acetate and the organic layer washed with saturated aqueous solution of sodium bicarbonate. The organic layer was dried over sodium sulfate and evaporated. The residue was co-evaporated once with toluene to afford the title compound.

Workup

  1. temperatureThe reaction was heated at 63° for 2 hours
  2. washthe organic layer washed with saturated aqueous solution of sodium bicarbonate
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-943af3bf3a5d43d6bbbadee3bcf9006a
Source dataset
uspto-grants-1995_06
Patent number
US05428171

Reaction notes

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