Hydrochloric Acid → HCID 18451718, compound

HRID 1271113Notes

Reaction equation

HRID 1271113 reaction equation
[CH3:1][C:2]1([C:7]2[S:11][C:10]([CH2:12][OH:13])=[CH:9][CH:8]=2)OCC[O:3]1.Cl.C(=O)([O-])O.[Na+]>C1COCC1>[OH:13][CH2:12][C:10]1[S:11][C:7]([C:2](=[O:3])[CH3:1])=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 23021247[5-(2-Methyl-1,3-dioxolan-2-yl)thien-2-yl]methanol

Product 1

HCID 18451718HCID 18451718, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of [5-(2-methyl-1,3-dioxolan-2-yl)thien-2-yl]methanol prepared in the above step in THF (240 ml) was added 1N hydrochloric acid (48 ml) and the mixture was stirred for 2 hours at room temperature. Thereto was added sodium hydrogencarbonate (4.04 g) and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to give 1-[5-(hydroxymethyl)thien-2-yl]ethanone. This product was used in the next step without purification.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with a saturated aqueous sodium chloride solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-91b220445be84d42970bdaa003cf89da
Source dataset
uspto-grants-2007_04
Patent number
US07205291B2

Reaction notes

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