Hydrochloric Acid → HCID 66859694, compound

HRID 1888326Notes

Reaction equation

HRID 1888326 reaction equation
[Si]([O:8][CH2:9][C@H:10]1[CH2:14][CH2:13][C:12](=[O:15])[N:11]1[CH2:16][C:17]1[S:18][CH:19]=[C:20](/[CH:22]=[CH:23]/[C:24]([O:26][CH2:27][CH2:28][CH2:29][CH3:30])=[O:25])[N:21]=1)(C(C)(C)C)(C)C.Cl>C(O)CCC>[OH:8][CH2:9][C@H:10]1[CH2:14][CH2:13][C:12](=[O:15])[N:11]1[CH2:16][C:17]1[S:18][CH:19]=[C:20](/[CH:22]=[CH:23]/[C:24]([O:26][CH2:27][CH2:28][CH2:29][CH3:30])=[O:25])[N:21]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66858363HCID 66858363, compound

Product 1

HCID 66859694HCID 66859694, compoundYield 99.8%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

To a solution of the compound 73 (952 mg) in n-butanol (4.40 mL) was added 2N hydrochloric acid (2.20 mL) at room temperature and the solution was stirred at room temperature for 3 Hours. The reaction solution was concentrated and azeotroped with toluene. Ethyl acetate and an aqueous saturated sodium carbonate solution were added thereto and the solution was separated. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated to give the title compound (710 mg) having the following physical data.

Workup

  1. concentrationThe reaction solution was concentrated
  2. customazeotroped with toluene
  3. additionEthyl acetate and an aqueous saturated sodium carbonate solution were added
  4. customthe solution was separated
  5. washThe organic layer was washed with brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-a0f845205cb34bc5a69c15bc42b7e030
Source dataset
uspto-grants-2013_08
Patent number
US08501793B2

Reaction notes

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