Potassium Carbonate → [1-(4-Methoxy-2,6-dimethyl-phenylsulfonyl)-piperidin-2-yl]-methanol

HRID 2388652Notes

Reaction equation

C([O-])([O-])=O.[K+].[K+].[CH3:7][O:8][C:9]1[CH:14]=[C:13]([CH3:15])[C:12]([S:16](Cl)(=[O:18])=[O:17])=[C:11]([CH3:20])[CH:10]=1.[NH:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH:22]1[CH2:27][OH:28]>CC(C)=O>[CH3:7][O:8][C:9]1[CH:14]=[C:13]([CH3:15])[C:12]([S:16]([N:21]2[CH2:26][CH2:25][CH2:24][CH2:23][CH:22]2[CH2:27][OH:28])(=[O:18])=[O:17])=[C:11]([CH3:20])[CH:10]=1

Participants

Conditions

Temperature: 50 °C

Procedure

K2CO3 (20.40 g, 147.6 mmol) and 4-methoxy-2,6-dimethylbenzene-1-sulfonyl chloride (19.05 g, 81.2 mmol) were added in succession to a suspension of piperidin-2-ylmethanol (8.50 g, 73.8 mmol) in acetone (350 ml). The reaction mixture was then stirred at 50° C. overnight. After cooling to room temperature, the mixture was filtered and the filtrate was concentrated in vacuo. The crude product was employed in the next stage without further purification. The yield was 27.25 g (quantitative).

Workup

temperatureAfter cooling to room temperature
filtrationthe mixture was filtered
concentrationthe filtrate was concentrated in vacuo
customThe crude product was employed in the next stage without further purification

Sources & evidence

ORD record: ord-10d6c634b4bf487781c11af7b8660c09
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08268814B2

Reaction notes

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