Formaldehyde → 3-Amino-1-phenylpropan-1-ol
Reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].C=O.[NH2:12][C:13](N)=O>>[NH2:12][CH2:13][CH2:2][CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:3]Participants
4
Procedure
The compounds of formula (I) may be prepared by condensing an acetophenone of general formula (II): ##STR3## (in which R1 and R2 are as defined above) in a Mannich reaction with formaldehyde and a primary or secondary amine, reducing the amino-ketone thus formed to a 3-amino-1-phenyl-propan-1-ol, and subsequently dehydrating this 3-amino-1-phenyl-propan-1-ol. The compound so produced is of general formula (I) in which A is CH=CH; subsequently, if desired, this compound may be hydrogenated to produce a compound of formula (I) in which A is CH2CH2.
Sources & evidence
- ORD record
- ord-0ae19d84b9074e108fd082b25f701818
- Source dataset
- uspto-grants-1978_08
- Patent number
- US04104383
Reaction notes
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