Methanesulfonyl chloride → Methanesulfonic acid cis-2-benzhydryl-tetrahydropyran-4-ylester

HRID 78889Notes

Reaction equation

HRID 78889 reaction equation
[CH:1]([C@H:14]1[CH2:19][C@H:18]([OH:20])[CH2:17][CH2:16][O:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:21][S:22](Cl)(=[O:24])=[O:23]>>[CH:1]([C@H:14]1[CH2:19][C@@H:18]([O:20][S:22]([CH3:21])(=[O:24])=[O:23])[CH2:17][CH2:16][O:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 66631792trans-2-Benzhydryl-tetrahydropyran-4-ol

Product 1

HCID 86605344Methanesulfonic acid cis-2-benzhydryl-tetrahydropyran-4-ylesterYield 98%

Procedure

Cis-2-diphenylmethyl-4-hydroxy-pyran 3b (0.3 g, 1.12 mmol) was reacted with methanesulfonyl chloride (0.26 g, 2.24 mmol) (Procedure A) to give compound 4b (0.38 g, 98%) as an oil.

Sources & evidence

ORD record
ord-96a833ce7b40416fbec25721b1c14af9
Source dataset
uspto-grants-2014_09
Patent number
US08841464B2

Reaction notes

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