Ammonia → HCID 21097415, compound

HRID 747471Notes

Reaction equation

HRID 747471 reaction equation
[NH3:1].[CH2:2]([O:6][CH2:7][CH2:8][CH2:9][Si:10]([C:13]([CH3:16])([CH3:15])[CH3:14])([CH3:12])[CH3:11])[CH:3]1[O:5][CH2:4]1>>[Si:10]([CH2:9][CH2:8][CH2:7][O:6][CH2:2][CH:3]([OH:5])[CH2:4][NH2:1])([C:13]([CH3:16])([CH3:15])[CH3:14])([CH3:12])[CH3:11]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 21097416HCID 21097416, compound

Product 1

HCID 21097415HCID 21097415, compound

Procedure

Methanolic ammonia (7 mol of ammonia in methanol, 100 mL, 0.7 mol,) was charged to a 500 mL, one-neck, round-bottom flask placed in an ice bath. To the above solution 3-t-butyldimethylsilylpropyl glycidyl ether (23.04 g, 0.1 mol) was added dropwise at 0° C. The mixture was allowed to warm up to room temperature and stirred for three days. The reaction solution was then warmed up to 40-50° C. to remove excess ammonia. Methanol was stripped off under reduced pressure. Crude 3-(t-butyldimethylsilylpropyloxy)-2-hydroxypropylamine was obtained as a clear and colorless oil (24 g, 98% yield).

Workup

  1. customplaced in an ice bath
  2. temperatureThe reaction solution was then warmed up to 40-50° C.
  3. customto remove excess ammonia

Sources & evidence

ORD record
ord-4145bbdd9c004fd69f4dd62980962112
Source dataset
uspto-grants-2008_07
Patent number
US07396890B2

Reaction notes

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