Sodium Hydroxide → HCID 49805250, compound

HRID 1627890Notes

Reaction equation

HRID 1627890 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]2[S:8][C:9]3[CH2:14][CH2:13][CH2:12][CH2:11][C:10]=3[C:5]2=[C:4]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)[C:3]=1[CH:22]([CH2:28][CH:29]1[CH2:31][CH2:30]1)[C:23]([O:25]CC)=[O:24].[OH-].[Na+]>CO.C(O)C>[CH3:1][C:2]1[N:7]=[C:6]2[S:8][C:9]3[CH2:14][CH2:13][CH2:12][CH2:11][C:10]=3[C:5]2=[C:4]([C:15]2[CH:16]=[CH:17][C:18]([CH3:21])=[CH:19][CH:20]=2)[C:3]=1[CH:22]([CH2:28][CH:29]1[CH2:31][CH2:30]1)[C:23]([OH:25])=[O:24]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 49805374HCID 49805374, compound

Product 1

HCID 49805250HCID 49805250, compoundYield 77.1%

Reagents, catalysts & solvents 1

HCID 18681192Ethanol, mixt. with methanolSolvent

Conditions

Temperature
90 °C

Procedure

To a suspension of ethyl 2-[2-methyl-4-(p-tolyl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-b]pyridin-3-yl]-3-cyclopropylpropanoate (0.035 g; 0.080 mmol) in a mixture methanol-ethanol (2:1) (2.4 mL) was added a 5% sodium hydroxide solution (1.94 mL; 2.42 mmol) and the reaction mixture was heated to 90° C. for 6 h. The organic volatiles were removed under reduced pressure and the remaining basic solution was acidified with HCl (1N) until pH 2. The white precipitate was filtered and dried to furnish 0.025 g (76%) of the title compound as a white solid.

Workup

  1. customThe organic volatiles were removed under reduced pressure
  2. filtrationThe white precipitate was filtered
  3. customdried

Sources & evidence

ORD record
ord-d77da9612f0d4a419acc11892836efb5
Source dataset
uspto-grants-2014_07
Patent number
US08785638B2

Reaction notes

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