Benzene, (3-bromopropoxy)- → HCID 23654871, compound

HRID 1665351Notes

Reaction equation

HRID 1665351 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][O:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[O:26]([CH2:25][CH2:24][CH2:23][N:1]1[CH2:2][CH2:3][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)[CH2:5][CH2:6]1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

3

Reactant 2

HCID 68522Benzene, (3-bromopropoxy)-HCID 57661820Spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Product 1

HCID 23654871HCID 23654871, compound

Procedure

Compound 144 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, bromo-3-phenoxypropane and conditions outlined in procedure W. M.p.=127-129° C.; 400 MHz 1H NMR (DMSO-d6) δ: 7.89 (d, J=7.6 Hz, 1H), 7.81-7.78 (m, 2H), 7.57 (dddd, J=2.4, 2.6, 5.2, 5.6 Hz, 2H), 7.28 (dd, J=6.8, 7.6 Hz, 2H), 6.94-6.86 (m, 4H), 4.01 (t, J=6.4 Hz, 2H), 3.08 (s, 2H), 2.77 (d, J=12.0 Hz, 2H), 2.55-2.47 (m, 2H), 2.34 (t, J=10.4 Hz, 2H), 2.00 (d, J=12.6 Hz, 2H), 1.903 (d, J=6.8 Hz, 2H), 1.81 (dt, J=4.0, 12.2 Hz, 2H); LCMS: 436 [M+H].

Sources & evidence

ORD record
ord-13c09b59a48e4817b7a5c8744fb6d5d7
Source dataset
uspto-grants-2011_10
Patent number
US08039503B2

Reaction notes

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