1,4-Dioxane hydrochloride → HCID 68685152, compound

HRID 1713915Notes

Reaction equation

HRID 1713915 reaction equation
[CH3:1][O:2][C:3](=[O:19])[C:4](=[C:6]1[CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8][CH2:7]1)[CH3:5].[ClH:20].O1CCOC[CH2:22]1>CCO>[ClH:20].[NH:9]1[CH2:10][CH2:11][C:6](=[C:4]([CH3:5])[C:3]([O:2][CH2:1][CH3:22])=[O:19])[CH2:7][CH2:8]1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 20812838HCID 20812838, compound

Product 1

HCID 68685152HCID 68685152, compoundYield 145.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

tert-Butyl 4-(2-methoxy-1-methyl-2-oxoethylidene)piperidine-1-carboxylate (2.83 g; 10 mmol) was dissolved in EtOH (50 mL) and treated with 4M HCl/1,4-dioxane solution (20 mL, 80 mmol). The resulting solution was stirred at ambient temperature for 6 hrs. The solvents were removed under vacuum to leave a syrup. This was dried under vacuum to give the title product (3.199 g, ˜quantitative yield). This was used in the next stage without further purification. 1H NMR δ 1.22 (t, 3H), 1.78 (s, 3H), 2.44-2.57 (m, 2H), 2.65-2.77 (m, 2H), 2.98-3.15 (m, 4H), 4.14 (q, 2H), 9.52 (s, 2H). MS m/e MH+=184.32.

Workup

  1. customThe solvents were removed under vacuum
  2. customto leave a syrup
  3. customThis was dried under vacuum

Sources & evidence

ORD record
ord-3d99baf119fe4a29b94f964814b1d3da
Source dataset
uspto-grants-2010_09
Patent number
US07795283B2

Reaction notes

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