Methanol → HCID 68970622, compound

HRID 1726126Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=[O:23])[C:15]2[CH:20]=[CH:19][C:18](SC)=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O[O:25][S:26]([O-:28])=O.[K+].[CH3:30]O>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=[O:23])[C:15]2[CH:16]=[CH:17][C:18]([S:26]([CH3:30])(=[O:28])=[O:25])=[CH:19][CH:20]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 3

HCID 887Methanol

HCID 23707502Potassium hydroxy sulfite

HCID 68971662HCID 68971662, compound

Product 1

HCID 68970622HCID 68970622, compoundYield 61%

Conditions

Temperature: 0 °C

Procedure

To solution of the above sulfide (1.2 g, 3.58 mmol) in MeOH (58 mL) cooled to 0° C. was added OXONE® (4.40 g, 7.15 mmol) and the mixture was stirred at 0° C. for 4 hours to afford 4-(4-methanesulfonyl-benzoyl)-piperidine-1-carboxylic acid tert-butyl ester as a white solid (802 mg, 61%) after basic work-up and purification.

Sources & evidence

ORD record: ord-a60ac923bced44b6a73007c7a0f01603
Source dataset: uspto-grants-2009_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07491735B2

Reaction notes

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