1-Bromo-4-phenylbutane → HCID 57662055, compound
Reaction equation
[NH:1]1[CH2:6][CH2:5][C:4]2([O:11][C:10]3[C:12]4[C:17]([C:18](=[O:21])[C:19](=[O:20])[C:9]=3[S:8][CH2:7]2)=[CH:16][CH:15]=[CH:14][CH:13]=4)[CH2:3][CH2:2]1.Br[CH2:23][CH2:24][CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[C:27]1([CH2:26][CH2:25][CH2:24][CH2:23][N:1]2[CH2:2][CH2:3][C:4]3([O:11][C:10]4[C:12]5[C:17]([C:18](=[O:21])[C:19](=[O:20])[C:9]=4[S:8][CH2:7]3)=[CH:16][CH:15]=[CH:14][CH:13]=5)[CH2:5][CH2:6]2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1Participants
3
Procedure
Compound 149 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione and (4-bromobutyl)benzene and conditions outlined in procedure V. M.p.=145-147° C.; 400 MHz 1H NMR (DMSO-d6) δ: 7.93-7.88 (m, 1H), 7.84-7.73 (m, 2H), 7.62-7.52 (m, 1H), 7.35-7.1 (m, 5H), 3.06 (s, 2H), 2.76-2.64 (m, 2H), 2.62-2.54 (m, 2H), 2.4-2.2 (m, 4H), 2.04-1.9 (m, 2H), 1.87-1.7 (m, 2H), 1.68-1.4 (m, 4H); LCMS: 434 [M+H].
Sources & evidence
- ORD record
- ord-abfb0bcc54d54e989ecbdefbe1b87382
- Source dataset
- uspto-grants-2011_10
- Patent number
- US08039503B2
Reaction notes
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