Ethyl (+)-2,3-dihydro-3-(4-methoxy phenyl)-4-oxo-1,5-benzothiazepin-5(4H)-acetate → HCID 15052148, compound

HRID 973438Notes

Reaction equation

HRID 973438 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[C:15](=[O:16])[N:14]([CH2:17][C:18]([O:20]CC)=[O:19])[C:13]3[CH:23]=[CH:24][CH:25]=[CH:26][C:12]=3[S:11][CH2:10]2)=[CH:5][CH:4]=1>O.C(O)(=O)C.S(=O)(=O)(O)O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[C:15](=[O:16])[N:14]([CH2:17][C:18]([OH:20])=[O:19])[C:13]3[CH:23]=[CH:24][CH:25]=[CH:26][C:12]=3[S:11][CH2:10]2)=[CH:7][CH:8]=1

Participants

5

Reactant 1

HCID 15052147Ethyl (+)-2,3-dihydro-3-(4-methoxy phenyl)-4-oxo-1,5-benzothiazepin-5(4H)-acetate

Product 1

HCID 15052148HCID 15052148, compoundYield 84.3%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×HCID 1118Sulfuric AcidSolvent

Procedure

6.8 g of the product of Step A were dissolved in 136 ml of a mixture of equal parts of water, of acetic acid and sulfuric acid and the mixture was stirred for 19 hours at ambient temperature. 400 ml of water were added slowly with stirring for 10 minutes, and separation was effected to obtain 5.3 g of the expected product melting at 180° C. which was used as is for following step. An analytical sample was prepared by two successive crystallizations from 20 volumes of ether at reflux starting with 2.7 g of the acid to obtain 1.15 g of the product melting at 190° C. (approx.).

Workup

  1. stirringwith stirring for 10 minutes
  2. customseparation

Sources & evidence

ORD record
ord-2ace6174423c4766b2d66c3cf6572cdf
Source dataset
uspto-grants-1991_11
Patent number
US05063225

Reaction notes

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