Methanesulfonate → (R)-2-[(S)-(Benzofuran-6-yloxy)-phenyl-methyl]-morpholine

HRID 1443078Notes

Reaction equation

HRID 1443078 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][O:11][CH:10]([CH:14]([OH:21])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:9]1)=O)(C)(C)C.O[C:23]1[CH:31]=[CH:30][C:26]2[CH:27]=[CH:28][O:29][C:25]=2[CH:24]=1.S([O-])(=O)(=O)C>>[O:29]1[C:25]2[CH:24]=[C:23]([O:21][C@@H:14]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[C@@H:10]3[O:11][CH2:12][CH2:13][NH:8][CH2:9]3)[CH:31]=[CH:30][C:26]=2[CH:27]=[CH:28]1

Participants

4

Reactant 3

HCID 85257MethanesulfonateHCID 1288446-HydroxybenzofuranHCID 600510212-(Hydroxy-phenyl-methyl)-morpholine-4-carboxylic acid tert-butyl ester

Product 1

HCID 68541124(R)-2-[(S)-(Benzofuran-6-yloxy)-phenyl-methyl]-morpholine

Procedure

(R)-2-[(S)-(Benzofuran-6-yloxy)-phenyl-methyl]-morpholine was synthesized from 2-(Hydroxy-phenyl-methyl)-morpholine-4-carboxylic acid tert-butyl ester and 6-hydroxybenzofuran according General Procedure C employing the alternate etherification sequence (via the mesylate) and was isolated as an oil. MS (APCI): 310 [M+H]+.

Workup

  1. customwas isolated as an oil

Sources & evidence

ORD record
ord-bd8daf2d111f45cf84c4b59e6ac87810
Source dataset
uspto-grants-2010_02
Patent number
US07659394B2

Reaction notes

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