Hydrochloric Acid → (R)-1-Morpholinopropan-2-amine hydrochloride

HRID 1670602Notes

Reaction equation

HRID 1670602 reaction equation
[ClH:1].C(OC(=O)[NH:8][C@H:9]([CH3:17])[CH2:10][N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1)(C)(C)C>O1CCOCC1.ClCCl>[ClH:1].[CH3:17][C@@H:9]([NH2:8])[CH2:10][N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57851166(R)-N-Boc-1-morpholino-2-propanamine

Product 1

HCID 67310127(R)-1-Morpholinopropan-2-amine hydrochlorideYield 86%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

Add 1.6 M hydrogen chloride in dioxane (120 mL) to a solution of (R)-(1-methyl-2-morpholin-4-yl-ethyl)-carbamic acid tert-butyl ester (0.05 mol, 12 g) in dry dichloromethane (75 mL) at 0° C. Warm the reaction mixture to room temperature and stir for 2 h. Filter the precipitate and dry under vacuum to obtain the title compound (9.2 g, 86%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 1.29 (d, 3H), 3.10 (br s, 2H), 3.38 (br s, 4H), 3.79 (br s, 5H).

Workup

  1. filtrationFilter the precipitate
  2. customdry under vacuum

Sources & evidence

ORD record
ord-a091f8028db64f6c9a5faa75143c990a
Source dataset
uspto-grants-2011_08
Patent number
US07994164B2

Reaction notes

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