Octanoyl chloride → HCID 68479734, compound
Reaction equation
[C:1](Cl)(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[S:11]1[CH:15]=[CH:14][CH:13]=[C:12]1[C:16](Cl)=O.C([N:26]1[C:38]2[CH:37]=[CH:36]C=[CH:34][C:33]=2[C:32]2[C:27]1=[CH:28][CH:29]=[CH:30][CH:31]=2)C1C=CC=CC=1>>[C:1]([C:30]1[CH:31]=[C:32]2[C:27](=[CH:28][CH:29]=1)[NH:26][C:38]1[CH:37]=[CH:36][C:16]([C:12]3[S:11][CH:15]=[CH:14][CH:13]=3)=[CH:34][C:33]2=1)(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]Participants
4
Procedure
The reaction as described in example 1b by using octanoyl chloride, 2-thiophenecarbonyl chloride, and 9-benzylcarbazole (which is obtained according to Bulletin of the Chemical Society of Japan (1981), 54(6), 1897-8) as starting materials; affords the product without the benzyl protection on the nitrogen atom, namely 6-octanoyl-3-(2-thienyl)-9H-carbazole. The structure is confirmed by the 1H-NMR spectrum (CDCl3). δ[ppm]: 0.88 (t, 3H), 1.22-1.44 (m, 8H), 1.82 (quint, 2H), 3.10 (t, 2H), 7.23 (t, 1H), 7.51 (d, 1H), 7.55 (d, 1H), 7.76 (d, 2H), 8.07 (d, 1H), 8.14 (d, 1H), 8.72 (s, 1H), 8.76 (s, 1H), 9.04 (bs, 1H).
Workup
- customThe reaction
- customis obtained
Sources & evidence
- ORD record
- ord-e6240d8e69ba46c99aaa36bfc9fcb17f
- Source dataset
- uspto-grants-2013_11
- Patent number
- US08586268B2
Reaction notes
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