Hydroxy-phenyl-o-tolyl-acetic acid → Hydroxy-phenyl-o-tolyl-acetic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester

HRID 660076Notes

Reaction equation

HRID 660076 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([O:9][C:10](=[O:29])[C:11]([OH:28])([C:20]1[CH:25]=[CH:24][CH:23]=[C:22](OC)[CH:21]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[C:14](OC)[CH:13]=1)[CH2:2]2.O[C:31](C1C=CC=C(OC)C=1)(C1C=CC=C(OC)C=1)C(O)=O.OC(C1C=CC=CC=1)(C1C=CC=CC=1C)C(O)=O>>[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([O:9][C:10](=[O:29])[C:11]([OH:28])([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH3:31])[CH2:2]2

Participants

4

Reactant 3

HCID 226676Hydroxy-phenyl-o-tolyl-acetic acid2×HCID 585026Hydroxy-bis-(3-methoxyphenyl)acetic acidHCID 86627867Hydroxy-bis-(3-methoxy-phenyl)-acetic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester2×

Product 1

HCID 86627869Hydroxy-phenyl-o-tolyl-acetic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester

Procedure

This compound is prepared by an analogous method to hydroxy-bis-(3-methoxy-phenyl)-acetic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (Intermediate K) by replacing hydroxy-bis-(3-methoxy-phenyl)-acetic acid (Intermediate J) with hydroxy-phenyl-o-tolyl-acetic acid (Intermediate M).

Sources & evidence

ORD record
ord-8c2dc7304eec4463aa0b2ddde873737a
Source dataset
uspto-grants-2011_12
Patent number
US08084463B2

Reaction notes

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