Methanesulfonyl chloride → Tert-butyl 5-methylsulfonyloxy-1,3-dihydroisoindole-2-carboxylate

HRID 1059723Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([OH:17])[CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:18][S:19](Cl)(=[O:21])=[O:20]>>[C:1]([O:5][C:6]([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:17][S:19]([CH3:18])(=[O:21])=[O:20])[CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 18630963tert-butyl 5-hydroxy-2,3-dihydro-1H-isoindole-2-carboxylate

Product 1

HCID 18630965Tert-butyl 5-methylsulfonyloxy-1,3-dihydroisoindole-2-carboxylateYield 69%

Procedure

The title compound (2.3 g, 69%) was prepared from 2-(tert-butyloxycarbonyl)-5-hydroxy-2,3-dihydro-1H-isoindole (2.5 g) and methanesulfonyl chloride (1.7 ml) using the method of Description 6.

Sources & evidence

ORD record: ord-ec035580fde34d38ab2448ce4dd7aabb
Source dataset: uspto-grants-2003_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06521638B1

Reaction notes

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