Sesamol → Benzyl 4-[4-(benzo[1,3]dioxol-5-yloxymethyl)phenyl]-3-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]piperidine-1-carboxylate

HRID 1712624Notes

Reaction equation

HRID 1712624 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[O:16])[CH2:11][CH:10]2[O:25][CH2:26][C:27]2[CH:28]=[CH:29][C:30]3[O:35][CH2:34][CH2:33][N:32]([CH2:36][CH2:37][CH2:38][O:39][CH3:40])[C:31]=3[CH:41]=2)=[CH:5][CH:4]=1.[O:42]1[C:46]2[CH:47]=[CH:48][C:49]([OH:51])=[CH:50][C:45]=2[O:44][CH2:43]1>>[O:42]1[C:46]2[CH:47]=[CH:48][C:49]([O:51][CH2:2][C:3]3[CH:8]=[CH:7][C:6]([CH:9]4[CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][C:19]5[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=5)=[O:16])[CH2:11][CH:10]4[O:25][CH2:26][C:27]4[CH:28]=[CH:29][C:30]5[O:35][CH2:34][CH2:33][N:32]([CH2:36][CH2:37][CH2:38][O:39][CH3:40])[C:31]=5[CH:41]=4)=[CH:5][CH:4]=3)=[CH:50][C:45]=2[O:44][CH2:43]1

Participants

3

Reactant 2

HCID 68289SesamolHCID 68501265HCID 68501265, compound

Product 1

HCID 68499386Benzyl 4-[4-(benzo[1,3]dioxol-5-yloxymethyl)phenyl]-3-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]piperidine-1-carboxylate

Procedure

Analogously to Method I, 0.150 g of benzyl 4-(4-chloromethylphenyl)-3-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]piperidine-1-carboxylate (Example 270b) and 0.0548 g of benzo[1,3]dioxol-5-ol are reacted. The title compound is obtained as a yellowish oil. Rf=0.18 (1:2 EtOAc-heptane); Rt=5.78.

Sources & evidence

ORD record
ord-b290cfbc12324bd4a85b7cd161d028d5
Source dataset
uspto-grants-2010_09
Patent number
US07790715B2

Reaction notes

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