4-Hydroxyisobenzofuran-1(3H)-one → tert-Butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-[2-(1-oxo-1,3-dihydroisobenzofuran-4-yloxy)ethoxy]piperidine-1-carboxylate

HRID 1176556Notes

Reaction equation

HRID 1176556 reaction equation
[CH3:1][O:2][C:3]1[CH:47]=[CH:46][CH:45]=[CH:44][C:4]=1[CH2:5][O:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([CH:17]2[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:19][CH:18]2[O:30][CH2:31][CH2:32][O:33]S(C2C=CC(C)=CC=2)(=O)=O)=[CH:13][CH:12]=1.O[C:49]1[CH:57]=[CH:56][CH:55]=[C:54]2[C:50]=1[CH2:51][O:52][C:53]2=[O:58]>>[CH3:1][O:2][C:3]1[CH:47]=[CH:46][CH:45]=[CH:44][C:4]=1[CH2:5][O:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:12]=[CH:13][C:14]([CH:17]2[CH2:22][CH2:21][N:20]([C:23]([O:25][C:26]([CH3:29])([CH3:27])[CH3:28])=[O:24])[CH2:19][CH:18]2[O:30][CH2:31][CH2:32][O:33][C:49]2[CH:57]=[CH:56][CH:55]=[C:54]3[C:50]=2[CH2:51][O:52][C:53]3=[O:58])=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 126620774-Hydroxyisobenzofuran-1(3H)-oneHCID 86609984Tert-butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-[2-(toluene-4-sulphonyloxy)ethoxy]piperidine-1-carboxylate

Product 1

HCID 68570413tert-Butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-[2-(1-oxo-1,3-dihydroisobenzofuran-4-yloxy)ethoxy]piperidine-1-carboxylate

Procedure

Analogously to Method G, 0.210 g of tert-butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-[2-(toluene-4-sulphonyloxy)ethoxy]piperidine-1-carboxylate (Example 14b) and 0.094 g of 4-hydroxy-3H-isobenzofuran-1-one are reacted. The title compound is obtained as a white solid. Rf=0.32 (1:1 EtOAc-heptane); Rt=5.84.

Sources & evidence

ORD record
ord-cbb7ff99df114ec88865c23edce09f0f
Source dataset
uspto-grants-2010_11
Patent number
US07842688B2

Reaction notes

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