Methanesulfonyl chloride → Methanesulfonic Acid 7-oxo-6,7-dihydro-5H-dibenzo[c,e]azepin-5-ylmethyl Ester

HRID 660574Notes

Reaction equation

[OH:1][CH2:2][CH:3]1[NH:9][C:8](=[O:10])[C:7]2[CH:11]=[CH:12][CH:13]=[CH:14][C:6]=2[C:5]2[CH:15]=[CH:16][CH:17]=[CH:18][C:4]1=2.[CH3:19][S:20](Cl)(=[O:22])=[O:21]>N1C=CC=CC=1>[O:10]=[C:8]1[NH:9][CH:3]([CH2:2][O:1][S:20]([CH3:19])(=[O:22])=[O:21])[C:4]2[CH:18]=[CH:17][CH:16]=[CH:15][C:5]=2[C:6]2[CH:14]=[CH:13][CH:12]=[CH:11][C:7]1=2

Participants

Conditions

Temperature: 0 °C

Procedure

To a solution of 7-hydroxymethyl-6,7-dihydro-dibenzo[c,e]azepin-5-one in pyridine (2 mL) at 0° C. is added MsCl. The mixture is stirred at 0° C. for 20 min then is quenched with ice/water. The mixture is extracted with EtOAc and the organic phase is dried over magnesium sulfate and the solvent is removed under reduced pressure to give the title compound which is used directly in the next step.

Workup

customthen is quenched with ice/water
extractionThe mixture is extracted with EtOAc
dry with materialthe organic phase is dried over magnesium sulfate
customthe solvent is removed under reduced pressure

Sources & evidence

ORD record: ord-7081c40d9be94a18a2631c814b29cef3
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08084448B2

Reaction notes

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