Hydrochloric Acid → HCID 68320240, compound

HRID 517322Notes

Reaction equation

HRID 517322 reaction equation
C[O:2][C:3]([C:5]1[S:6][C:7](/[CH:10]=[C:11](/[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])\[CH3:12])=[CH:8][CH:9]=1)=[O:4].[OH-].[Li+].Cl>O1CCCC1>[C:16]([O:15][C:13](/[C:11](/[CH3:12])=[CH:10]/[C:7]1[S:6][C:5]([C:3]([OH:4])=[O:2])=[CH:9][CH:8]=1)=[O:14])([CH3:19])([CH3:17])[CH3:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 70869528HCID 70869528, compound

Product 1

HCID 68320240HCID 68320240, compoundYield 94.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5-[(1E)-2-(tert-Butoxycarbonyl)-prop-1-en-1-yl]thiophene-2-carboxylic acid methyl ester (1.18 g, 4.19 mmol) obtained in step 1 was dissolved in tetrahydrofuran (5 mL), 1N aqueous lithium hydroxide solution (4.6 mL) was added, and the mixture was stirred overnight. The mixture was neutralized with 1N hydrochloric acid, and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated to give the title compound (1.06 g).

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-f6b8b25de7724c1687988607893f8083
Source dataset
uspto-grants-2015_08
Patent number
US09115107B2

Reaction notes

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