Ethylamine → N-Ethyl-4-[3-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-1-propynyl]benzamide
Reaction equation
[CH3:1][C:2]1([CH3:26])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([CH2:14][C:15]#[C:16][C:17]3[CH:25]=[CH:24][C:20]([C:21](Cl)=[O:22])=[CH:19][CH:18]=3)[CH:5]=[CH:4][C:3]1=2.[CH2:27]([NH2:29])[CH3:28].C([NH-])C>>[CH2:27]([NH:29][C:21](=[O:22])[C:20]1[CH:24]=[CH:25][C:17]([C:16]#[C:15][CH2:14][C:6]2[CH:5]=[CH:4][C:3]3[C:2]([CH3:1])([CH3:26])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]=3[CH:7]=2)=[CH:18][CH:19]=1)[CH3:28]Participants
4
Procedure
In a similar manner to Example 17(b), by reaction of 3 g (8.3 mmol) of 4-[3-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-1-propynyl]benzoyl chloride with 650 μl (10 mmol) of ethylamine (70%), 1.84 g (59.4%) of the expected ethyl amide are obtained, with a melting point of 128-9° C.
Workup
- customare obtained, with a melting point of 128-9° C.
Sources & evidence
- ORD record
- ord-7329233a67684ddca213dbaf8770ce27
- Source dataset
- uspto-grants-2001_11
- Patent number
- US06313162B1
Reaction notes
Loading…