1,4-Dioxane hydrochloride → HCID 86720265, compound

HRID 1754307Notes

Reaction equation

HRID 1754307 reaction equation
C(OC([NH:8][C@@H:9]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:10]([O:12][C@@H:13]1[CH:18]2[CH2:19][CH2:20][N:15]([CH2:16][CH2:17]2)[CH2:14]1)=[O:11])=O)(C)(C)C.[ClH:27].O1CCOCC1>C1COCC1>[ClH:27].[ClH:27].[NH2:8][C@@H:9]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:10]([O:12][C@@H:13]1[CH:18]2[CH2:17][CH2:16][N:15]([CH2:20][CH2:19]2)[CH2:14]1)=[O:11]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 86720264HCID 86720264, compound

Product 1

HCID 86720265HCID 86720265, compoundYield 192.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(S)—((R)-quinuclidin-3-yl) 2-(tert-butoxycarbonylamino)-2-phenylacetate (0.618 g, 1.715 mmol) was dissolved in THF (6 ml). HCl/dioxane 4M (3 ml, 1.715 mmol) was added, and the reaction was stirred at RT for 30 minutes. The precipitate was filtered, washed with Et2O (10 ml) and dried at RT to give (S)—((R)-quinuclidin-3-yl) 2-amino-2-phenylacetate dihydrochloride (550 mg, 1.65 mmol).

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with Et2O (10 ml)
  3. customdried at RT

Sources & evidence

ORD record
ord-f10576b3366c40ce95fb93daab74054d
Source dataset
uspto-grants-2015_10
Patent number
US09169245B2

Reaction notes

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