Hydrochloric Acid → (S)-4-(2-Amino-propan-1-yl)-morpholine

HRID 1888906Notes

Reaction equation

HRID 1888906 reaction equation
C(OC(=O)[NH:7][CH:8]([CH3:16])[CH2:9][N:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1)(C)(C)C.Cl>CO>[CH3:16][C@H:8]([NH2:7])[CH2:9][N:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15326463(1-Methyl-2-morpholin-4-yl-ethyl)-carbamic acid tert-butyl ester

Product 1

HCID 7004115(S)-4-(2-Amino-propan-1-yl)-morpholineYield 142.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (1-methyl-2-morpholin-4-yl-ethyl)-carbamic acid tert-butyl ester (0.30 g, 1.22 mmol) in methanol (10 mL) was added 2N HCl (5 mL) at 0° C. The reaction mixture was allowed to warm to room temperature and was stirred overnight. The solvent was removed under vacuum to give (S)-1-Methyl-2-morpholin-4-yl-ethylamine as a light yellow solid (250 mg, 96%). MS (M+H)=145.

Workup

  1. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-edcab269d42d414d9d5dc04142069e4e
Source dataset
uspto-grants-2013_08
Patent number
US08501933B2

Reaction notes

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