HCID 11813035, compound → HCID 21704904, compound

HRID 1595623Notes

Reaction equation

HRID 1595623 reaction equation
C([O:3][C:4]([C:6]1([S:20]([C:23]2[CH:28]=[CH:27][C:26](OC)=[CH:25][CH:24]=2)(=[O:22])=[O:21])[CH2:11][CH2:10][N:9]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][CH:14]=2)[CH2:8][CH2:7]1)=[O:5])C.C1C[O:34][CH2:33]C1.CO>[OH-].[Na+]>[Br:19][C:16]1[CH:17]=[CH:18][C:13]([CH2:12][N:9]2[CH2:8][CH2:7][C:6]([S:20]([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][C:28]=3[O:34][CH3:33])(=[O:21])=[O:22])([C:4]([OH:3])=[O:5])[CH2:11][CH2:10]2)=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 11813035HCID 11813035, compoundHCID 21899815MeOH tetrahydrofuran

Product 1

HCID 21704904HCID 21704904, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

1-(4-Bromo-benzyl)-4-(methoxy-benzenesulfonyl)-piperidine-4-carboxylic acid was prepared starting from 1-(4-bromo-benzyl)-4-(4-methoxy-benzenesulfonyl)-piperidine-4-carboxylic acid ethyl ester (16.5 g, 33.3 mmol) dissolved in THF:methanol 3:1 and 10 N NaOH (20 ml). The resulting reaction mixture was worked up as outlined in example 83. Yield 6.18 g (40%); tan solid; mp 215° C.; MS: 469.7 (M+H)+.

Workup

  1. customThe resulting reaction mixture

Sources & evidence

ORD record
ord-9d9490ac67204c31ae7a3538119b38e3
Source dataset
uspto-grants-2001_09
Patent number
US06288086B1

Reaction notes

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