Potassium tert-butoxide → 5-(4-Ethylphenyl)-1-(thiomorpholin-4-ylcarbonyl)piperidine-3-carboxylic acid

HRID 661228Notes

Reaction equation

HRID 661228 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][N:13]([C:15]([N:17]3[CH2:22][CH2:21][S:20][CH2:19][CH2:18]3)=[O:16])[CH2:12][CH:11]([C:23]([O:25]C)=[O:24])[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2].CC(C)([O-])C.[K+]>>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][N:13]([C:15]([N:17]3[CH2:18][CH2:19][S:20][CH2:21][CH2:22]3)=[O:16])[CH2:12][CH:11]([C:23]([OH:25])=[O:24])[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2]

Participants

3

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 58116530Methyl 5-(4-ethylphenyl)-1-(thiomorpholin-4-ylcarbonyl)piperidine-3-carboxylate

Product 1

HCID 581164645-(4-Ethylphenyl)-1-(thiomorpholin-4-ylcarbonyl)piperidine-3-carboxylic acid

Procedure

According to General Method 4A, 3.00 g (7.97 mmol) of the compound from Example 46A and 8.94 g (79.7 mmol) of potassium tert-butoxide were reacted. The reaction led selectively to the cis isomer. Yield: 2.74 g (93% of theory)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-f2160accc2b34039919e24fc16902753
Source dataset
uspto-grants-2011_12
Patent number
US08084469B2

Reaction notes

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