Acetyl chloride → HCID 131719531, compound
Reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([O:12][CH2:13][CH:14]2[CH2:23][CH2:22][N:21]3[CH:16]([CH2:17][CH2:18][CH2:19][CH2:20]3)[CH2:15]2)=[O:11])=[CH:2]1.[C:24](Cl)(=[O:26])[CH3:25]>>[C:24]([N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([O:12][CH2:13][CH:14]2[CH2:23][CH2:22][N:21]3[CH:16]([CH2:17][CH2:18][CH2:19][CH2:20]3)[CH2:15]2)=[O:11])=[CH:2]1)(=[O:26])[CH3:25]Participants
3
Procedure
eq-Quinolizidin-2-ylmethyl indole-3-carboxylate (E9b) was acylated with acetyl chloride using the method of Example 18. The product was chromatographed on silica gel eluting with ethyl acetate to give a pale yellow oil, which crystallised from ether to afford the title compound (E30) as a white solid mp 127°-129° C.
Workup
- customThe product was chromatographed on silica gel eluting with ethyl acetate
- customto give a pale yellow oil, which
- customcrystallised from ether
Sources & evidence
- ORD record
- ord-d30c67c3010b4537a219f259929b6072
- Source dataset
- uspto-grants-1996_09
- Patent number
- US05552398
Reaction notes
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