Ammonia → 1-Amino-3-(morpholin-4-yl)propan-2-ol

HRID 2191486Notes

Reaction equation

HRID 2191486 reaction equation
[O:1]1[CH2:3][CH:2]1[CH2:4][N:5]1[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1.[NH3:11]>>[NH2:11][CH2:3][CH:2]([OH:1])[CH2:4][N:5]1[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1

Participants

3

Procedure

4-Oxiranylmethyl-morpholine 53b (6.3 g, 44 mmol) was added slowly with ammonia (450 ml, 25%, 6.6 mol) while maintaining the temperature below 0° C. in an ice-water bath. Upon completion of the addition, the reaction mixture was allowed to warm up to room temperature and stirred for 18 hours. After thin lay chromatography showed the disappearance of starting materials, the reaction mixture was concentrated under reduced pressure to obtain the title compound 1-amino-3-morpholin-4-yl-propan-2-ol 53c (7 g, yield 99%) as a white solid.

Workup

  1. temperaturewhile maintaining the temperature below 0° C. in an ice-water bath
  2. additionUpon completion of the addition
  3. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e61c3146ffb14503a41814c2e401bee0
Source dataset
uspto-grants-2012_12
Patent number
US08329682B2

Reaction notes

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