Hydrochloric Acid → HCID 86676454, compound

HRID 1472747Notes

Reaction equation

HRID 1472747 reaction equation
[CH:1]1([C:7]([OH:38])([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:8]([O:10][CH2:11][CH:12]2[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH:27]3OCC[O:28]3)[CH2:14][CH2:13]2)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl>C1COCC1.C(OCC)(=O)C>[CH:32]1([C:7]([OH:38])([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:8]([O:10][CH2:11][CH:12]2[CH2:13][CH2:14][N:15]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH:27]=[O:28])[CH2:16][CH2:17]2)=[O:9])[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 71112453(1-(9-(1,3-Dioxolan-2-yl)nonyl)piperidin-4-yl)methyl 2-cyclohexyl-2-hydroxy-2-phenylacetate

Product 1

HCID 86676454HCID 86676454, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

(1-(9-(1,3-Dioxolan-2-yl)nonyl)piperidin-4-yl)methyl 2-cyclohexyl-2-hydroxy-2-phenylacetate (200 mg, 0.39 mmol) was dissolved in THF (2 mL) and hydrochloric acid (4 mL, 2 M aqueous solution) with stirring at RT. After 3 hours, the reaction mixture was diluted with ethyl acetate and washed with 10% aqueous potassium carbonate solution. The layers were separated and the organic extracts run through a hydrophobic fit. The solvents were removed in vacuo. The title compound was isolated (190 mg, >100%) and it was used without further purification in the next step.

Workup

  1. washwashed with 10% aqueous potassium carbonate solution
  2. customThe layers were separated
  3. customThe solvents were removed in vacuo

Sources & evidence

ORD record
ord-738b2e4281d44a0bbfa918a930878988
Source dataset
uspto-grants-2015_04
Patent number
US09012644B2

Reaction notes

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