Water → HCID 21552765, compound
Reaction equation
CC1[O:3][CH2:4][C:5]([CH3:16])([CH2:7][O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:6]=1.[OH-].[K+].O>C(O)C>[NH2:6][C:5]([CH3:16])([CH2:7][O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:4][OH:3]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
2,4-Dimethyl-4-benzyloxymethyloxazoline (80 grams, prepared by a similar method to that described in Example 1) and potassium hydroxide (100 grams) in aqueous ethanol were heated together under reflux for 4 days. The volume of the reaction mixture was reduced under reduced pressure and water (300 milliliters) was then added. The aqueous mixture was extracted with ether (3 × 250 milliliters) and the extracts dried and the solvent removed under reduced pressure. The residue was distilled under reduced pressure to give 2-amino-3-benzyloxy-2-methylpropanol as a colorless liquid, boiling point 128°-129°C at 1.1 Torr.
Workup
- temperaturewere heated together
- temperatureunder reflux for 4 days
- additionwas then added
- extractionThe aqueous mixture was extracted with ether (3 × 250 milliliters)
- customthe extracts dried
- customthe solvent removed under reduced pressure
- distillationThe residue was distilled under reduced pressure
Sources & evidence
- ORD record
- ord-40324db0184f498c96b206bd76730969
- Source dataset
- uspto-grants-1976_03
- Patent number
- US03945998
Reaction notes
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