Hydrochloric Acid → HCID 178484814, compound

HRID 2118234Notes

Reaction equation

HRID 2118234 reaction equation
C(O[C:6]([N:8](C)[C@H:9]1[CH2:14][CH2:13][C@H:12]([C:15]([OH:17])=[O:16])[CH2:11][CH2:10]1)=O)(C)(C)C.[ClH:19]>O1CCOCC1>[ClH:19].[CH3:6][NH:8][C@H:9]1[CH2:14][CH2:13][C@H:12]([C:15]([OH:17])=[O:16])[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178486047HCID 178486047, compound

Product 1

HCID 178484814HCID 178484814, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Conditions

Temperature
10 °C

Procedure

A solution of 5.15 g (20.0 mmol) of trans-4-(tert-butoxycarbonyl-methyl-amino)-cyclohexanecarboxylic acid was dissolved in 50 mL of dioxane, cooled to 10° C. and treated with 50 mL (200 mmol, 10 eq) of 4M HCl in dioxane, then warmed to RT overnight. The solution was evaporated to ca. 15 mL, cooled to 0° C. and precipitated with ˜100 mL of Et2O. The solid precipitate was filtrated, washed with Et2O (×3) and dried under reduced pressure to yield 3.76 g (97%) of trans-4-methylamino-cyclohexanecarboxylic acid-HCl, MS: 156 (M−H−), MP: 249° C., dec.

Workup

  1. temperaturewarmed to RT overnight
  2. customThe solution was evaporated to ca. 15 mL
  3. temperaturecooled to 0° C.
  4. customprecipitated with ˜100 mL of Et2O
  5. filtrationThe solid precipitate was filtrated
  6. washwashed with Et2O (×3)
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-49c38eaf7d934fc7961df603d96ccead
Source dataset
uspto-grants-2008_10
Patent number
US07442791B2

Reaction notes

Loading…