Acetic Anhydride → HCID 10767858, compound

HRID 1981937Notes

Reaction equation

Cl(O)(=O)(=O)=O.[CH3:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([C@H:14]2[C@@H:20]([OH:21])[C:19](=[O:22])[N:18]([CH2:23][CH2:24][N:25]([CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[CH3:26])[C:17]3[CH:34]=[CH:35][C:36]([CH3:38])=[CH:37][C:16]=3[S:15]2)=[CH:10][CH:9]=1.[C:39](OC(=O)C)(=[O:41])[CH3:40]>N1C=CC=CC=1>[CH3:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([C@H:14]2[C@@H:20]([O:21][C:39](=[O:41])[CH3:40])[C:19](=[O:22])[N:18]([CH2:23][CH2:24][N:25]([CH2:27][C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)[CH3:26])[C:17]3[CH:34]=[CH:35][C:36]([CH3:38])=[CH:37][C:16]=3[S:15]2)=[CH:10][CH:9]=1

Participants

Conditions

Temperature: 100 °C

Procedure

10.7 g of (-)-cis-2-(4-methoxyphenyl)-3-hydroxy-5-[2-(N-benzyl-N-methylamino)ethyl]-8-methyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one perchlorate is converted to its free base, and 80 ml of acetic anhydride and one ml of pyridine are added thereto. The mixture is heated at 100° C. for 4 hours. The mixture is evaporated under reduced pressure to remove acetic anhydride and pyridine. Benzene is added to the residue, and the mixture is evaporated under reduced pressure to remove solvent. 10.37 g of (-)-cis-2-(4-methoxyphenyl)-3-acetoxy-5-[2-(N-benzyl-N-methylamino)ethyl]-8-methyl- 2,3-dihydro-1,5-benzothiazepin-4(5H)-one are obtained as an oil.

Workup

additionare added
customThe mixture is evaporated under reduced pressure
customto remove acetic anhydride and pyridine
additionBenzene is added to the residue
customthe mixture is evaporated under reduced pressure
customto remove solvent

Sources & evidence

ORD record: ord-c06f7dd0f4fd4ea49116c3a4f2a63480
Source dataset: uspto-grants-1986_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04594342

Reaction notes

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