Hydrochloric Acid → Morpholin-2-ylmethanol hydrochloride

HRID 2278548Notes

Reaction equation

HRID 2278548 reaction equation
CO.C([N:10]1[CH2:15][CH2:14][O:13][CH:12]([CH2:16][OH:17])[CH2:11]1)C1C=CC=CC=1.[ClH:18].[H][H]>O1CCOCC1.[OH-].[Pd+2].[OH-]>[ClH:18].[NH:10]1[CH2:15][CH2:14][O:13][CH:12]([CH2:16][OH:17])[CH2:11]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 2776358(4-Benzylmorpholin-2-yl)methanolHCID 178418361HCID 178418361, compound

Product 1

HCID 19777263Morpholin-2-ylmethanol hydrochloride

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 312751,4-DioxaneSolvent

Procedure

In an autoclave under an argon atmosphere at ambient temperature (20° C.), 215 ml of methanol, 1.7 g of palladium hydroxide (12135-22-7), 12.4 g of (4-benzylmorpholin-2-yl)methanol and 15 ml of 4M HCl are successively placed in dioxane. After the autoclave has been closed, the reaction medium is placed under 6 bar of hydrogen at 25° C. for 24 h. The reaction medium is filtered through Clarcel, rinsed several times with methanol; the filtrate is concentrated under reduced pressure. Morpholin-2-ylmethanol hydrochloride (9.65 g) is isolated in the form of a yellow oil.

Workup

  1. customat ambient temperature
  2. customAfter the autoclave has been closed
  3. filtrationThe reaction medium is filtered through Clarcel
  4. washrinsed several times with methanol
  5. concentrationthe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-ac0fbc88a6b140e3b7d5029f9c4cb165
Source dataset
uspto-grants-2015_09
Patent number
US09133168B2

Reaction notes

Loading…