Ethyl Acetate → HCID 24991892, compound

HRID 988853Notes

Reaction equation

HRID 988853 reaction equation
[C@@]12(CS(O)(=O)=O)C(C)(C)C(CC1)CC2=O.[Cl:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[C@@H:23]([N:27]1[CH2:32][CH2:31][C:30]2[S:33][CH:34]=[CH:35][C:29]=2[CH2:28]1)[C:24]([NH2:26])=[O:25].C(OCC)(=O)C>O.C(=O)(O)[O-].[Na+]>[Cl:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[C@@H:23]([N:27]1[CH2:32][CH2:31][C:30]2[S:33][CH:34]=[CH:35][C:29]=2[CH2:28]1)[C:24]([NH2:26])=[O:25]

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 131724106HCID 131724106, compound

Product 1

HCID 24991892HCID 24991892, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 516892Sodium BicarbonateSolvent

Procedure

To the suspension of 1.6 g (R)-(−)-(2-chloro-phenyl)-(6,7-dihydro-4H-thieno[3,2-c]pyrid-5-yl)acetamide (IR)-(−)-camphor-10-sulfonic acid salt in 100 mL water, 50 mL of sodium bicarbonate solution in water was added. After stirring the mixture, 150 mL ethyl acetate was added. The organic layer was extracted and combined organic layer was distilled off to get title product. The amount of product obtained was 900 mg (36%).

Workup

  1. additionwas added
  2. additionwas added
  3. extractionThe organic layer was extracted
  4. distillationwas distilled off

Sources & evidence

ORD record
ord-c39e1b679f5d434da3ffad3d9a27f927
Source dataset
uspto-grants-2003_10
Patent number
US06635763B2

Reaction notes

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