Hydrochloric Acid → HCID 54244664, compound

HRID 1978381Notes

Reaction equation

HRID 1978381 reaction equation
C(OC([N:8]1[CH2:13][C@H:12]([CH3:14])[N:11]([CH2:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C@H:10]([CH3:24])[CH2:9]1)=O)(C)(C)C.Cl>O>[C:18]1([CH2:17][CH2:16][CH2:15][N:11]2[C@H:10]([CH3:24])[CH2:9][NH:8][CH2:13][C@@H:12]2[CH3:14])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54254462HCID 54254462, compound

Product 1

HCID 54244664HCID 54244664, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 11.76 g (35.4 mmol.) of cis-1-tert-butoxycarbonyl-3,5-dimethyl-4-(3-phenylpropan-1-yl)piperazine was added, at room temperature, 10 ml (120 mmol.) of 12N hydrochloric acid. The mixture was stirred for one hour. To the reaction system was added water. Impurities were removed by extraction with ethyl acetate. The solution was made alkaline by the addition of an aqueous solution of sodium hydroxide, which was subjected to extraction with ethyl acetate. The organic layer was washed with a saturated aqueous saline solution, which was dried over magnesium sulfate. The solvent was distilled off under reduced pressure to give the object compound as a yellow oily product. This compound was used for the subsequent reaction without purification. The yield was 5.51 g (67%)

Workup

  1. customImpurities were removed by extraction with ethyl acetate
  2. additionby the addition of an aqueous solution of sodium hydroxide, which
  3. extractionwas subjected to extraction with ethyl acetate
  4. washThe organic layer was washed with a saturated aqueous saline solution, which
  5. dry with materialwas dried over magnesium sulfate
  6. distillationThe solvent was distilled off under reduced pressure
  7. customto give the object compound as a yellow oily product
  8. customThis compound was used for the subsequent reaction without purification

Sources & evidence

ORD record
ord-5dda4e62ccfc493987d5238006054027
Source dataset
uspto-grants-2001_05
Patent number
US06235731B1

Reaction notes

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