Hydrochloric Acid → HCID 19935466, compound

HRID 1463406Notes

Reaction equation

HRID 1463406 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 is 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
  4. customdried
  5. customevaporated
  6. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-1eb521d1a3bd4056be9a68546024044c
Source dataset
uspto-grants-1994_04
Patent number
US05300522

Reaction notes

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