Hydrochloric Acid → HCID 66975619, compound

HRID 1022642Notes

Reaction equation

HRID 1022642 reaction equation
[CH2:1]([NH:8][CH2:9][CH:10]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=1)[CH:11]1[CH2:15][O:14]C(C)(C)[O:12]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.C(=O)([O-])O.[Na+]>C1COCC1>[CH2:1]([NH:8][CH2:9][CH:10]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=1)[CH:11]([OH:12])[CH2:15][OH:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 66975653HCID 66975653, compound

Product 1

HCID 66975619HCID 66975619, compoundYield 105.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of (2RS)—N-benzyl-2-(3,4-dichlorophenyl)-2-[(4RS)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanamine (7.95 g) in THF (32 mL) was added 1.0 N hydrochloric acid (31.4 ml) at room temperature, and the mixture was stirred under nitrogen purging at 50° C. for 3 hr. Saturated aqueous sodium hydrogen carbonate solution was added, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated to give the title compound (7.50 g) as a pale-brown oil. This was used without purification for the next step.

Workup

  1. extractionthe mixture was extracted twice with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-44ff1f7aba6a4d1a8ba8279263d2ee5b
Source dataset
uspto-grants-2014_05
Patent number
US08722662B2

Reaction notes

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