Acetic Anhydride → HCID 86740807, compound

HRID 280519Notes

Reaction equation

HRID 280519 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([C@H:10]2[C@@H:16]([OH:17])[C:15](=[O:18])[N:14]([CH2:19][CH2:20][N:21]([CH3:23])[CH3:22])[C:13]3[C:24]([CH3:29])=[C:25]([CH3:28])[CH:26]=[CH:27][C:12]=3[S:11]2)=[CH:6][CH:5]=1.[C:30](OC(=O)C)(=[O:32])[CH3:31]>C(O)(=O)C>[ClH:1].[CH3:2][O:3][C:4]1[CH:5]=[CH:6][C:7]([C@H:10]2[C@@H:16]([O:17][C:30](=[O:32])[CH3:31])[C:15](=[O:18])[N:14]([CH2:19][CH2:20][N:21]([CH3:23])[CH3:22])[C:13]3[C:24]([CH3:29])=[C:25]([CH3:28])[CH:26]=[CH:27][C:12]=3[S:11]2)=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 70483404HCID 70483404, compound

Product 1

HCID 86740807HCID 86740807, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
105 °C

Procedure

A mixture of 0.618 g of (±)-cis-2-(4-methoxyphenyl)-3-hydroxy-5-[2-(dimethylamino)ethyl]-6,7-dimethyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one hydrochloride, 6 ml of acetic anhydride and 6 ml of acetic acid is heated at 105° C. for 18 hours. After the reaction is completed, the mixture is evaporated under reduced pressure to remove solvent. Benzene is added to the residue, and the mixture is evaporated under reduced pressure to remove solvent. The residue is recystallized from a mixture of ethanol and ether. 0.44 g of (±)-cis-2-(4-methoxyphenyl)-3-acetoxy-5-[2-(dimethylamino)ethyl]-6,7-dimethyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one hydrochloride 3/2 H2O is obtained.

Workup

  1. customthe mixture is evaporated under reduced pressure
  2. customto remove solvent
  3. additionBenzene is added to the residue
  4. customthe mixture is evaporated under reduced pressure
  5. customto remove solvent
  6. additionThe residue is recystallized from a mixture of ethanol and ether

Sources & evidence

ORD record
ord-38fd644dc1c4490d851bd0a413646e43
Source dataset
uspto-grants-1986_05
Patent number
US04590188

Reaction notes

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