Ammonia → 1-(p-2-Isopropoxyethoxymethylphenoxy)-3-amino-propan-2-ol
Reaction equation
[CH:1]([O:4][CH2:5][CH2:6][O:7][CH2:8][C:9]1[CH:23]=[CH:22][C:12]([O:13][CH2:14][CH:15]([OH:21])[CH2:16][N:17]=C(C)C)=[CH:11][CH:10]=1)([CH3:3])[CH3:2].C(OCCOCC1C=CC(OCC2OC2)=CC=1)(C)C.N>>[CH:1]([O:4][CH2:5][CH2:6][O:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([O:13][CH2:14][CH:15]([OH:21])[CH2:16][NH2:17])=[CH:22][CH:23]=1)([CH3:3])[CH3:2]Participants
4
Procedure
A solution of 10 g. of 1-(p-2-isopropoxyethoxymethylphenoxy)-3-isopropylideneamino-propan-2-ol [obtainable by reacting 1-(p-2-isopropoxyethoxymethylphenoxy)-2,3-epoxypropane with ammonia to give 1-(p-2-isopropoxyethoxymethylphenoxy)-3-amino-propan-2-ol and subsequently reacting this with acetone] in 250 ml. of ethanol was hydrogenated on 0.5 g. of Raney nickel at 25° under 1 atmosphere of pressure until 1 equivalent of H2 had been absorbed. The mixture was filtered and the filtrate evaporated to give 1-(p-2-isopropoxyethoxymethyl-phenoxy)-3-isopropylamino-propan-2-ol, fumarate, m.p. 100°.
Sources & evidence
- ORD record
- ord-1b5f5eb1523847ed92c234e1874db665
- Source dataset
- uspto-grants-1981_03
- Patent number
- US04258062
Reaction notes
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