Hydrochloric Acid → HCID 19935466, compound

HRID 373563Notes

Reaction equation

HRID 373563 reaction equation
[S:1]1[C:7]2[CH:8]=[C:9]([C:12]([NH:14][C:15]3[CH:25]=[CH:24][C:18]([C:19]([O:21]CC)=[O:20])=[CH:17][CH:16]=3)=[O:13])[CH:10]=[CH:11][C:6]=2[CH2:5][CH2:4][CH2:3][CH2:2]1.O.[OH-].[Na+].Cl>C(O)C>[S:1]1[C:7]2[CH:8]=[C:9]([C:12]([NH:14][C:15]3[CH:16]=[CH:17][C:18]([C:19]([OH:21])=[O:20])=[CH:24][CH:25]=3)=[O:13])[CH:10]=[CH:11][C:6]=2[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 19935406HCID 19935406, compound

Product 1

HCID 19935466HCID 19935466, compoundYield 83.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.20 g of ethyl p-(2,3,4,5-tetrahydro-1-benzothiepine-8-carboxamido)benzoate were dissolved in 40 ml of ethanol and treated with 14 ml of water containing 1.40 g of NaOH. The mixture was stirred at room temperature overnight, poured on to ice and acidified with conc. HCl. The mixture was then extracted twice with ethyl acetate, washed with water, dried and evaporated. Recrystallization from ethyl acetate gave 925 mg of p-(2,3,4,5-tetrahydro-1-benzothiepine-8-carboxamido)benzoic acid as colorless crystals of m.p. 261°-262° C.

Workup

  1. additionpoured on to ice
  2. extractionThe mixture was then extracted twice with ethyl acetate
  3. washwashed with water
  4. customdried
  5. customevaporated
  6. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-bbb357f289bd4889a192ae5b560fef4d
Source dataset
uspto-grants-1992_11
Patent number
US05164387

Reaction notes

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