Hydrochloric Acid → HCID 66748388, compound

HRID 1464962Notes

Reaction equation

HRID 1464962 reaction equation
[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([O:11][CH2:12][C:13]([O:15]CC)=[O:14])[CH2:3][CH2:2]1.[OH-].[Na+].Cl>CO>[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([O:11][CH2:12][C:13]([OH:15])=[O:14])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66747913HCID 66747913, compound

Product 1

HCID 66748388HCID 66748388, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of ethyl 2-(chroman-4-yloxy)acetate (403 mg, 1.71 mmol) and sodium hydroxide aqueous solution (2 M, 1.71 mL, 3.41 mmol) in methanol (10 mL) was stirred at rt for 3 h. Then, hydrochloric acid (2 M, 1.71 mL, 3.41 mmol) was added, and the solvent was removed in vacuo. The residue was suspended in THF, and the mixture was filtered through a pad of Celite. The filtrate was concentrated in vacuo to give 370 mg (quant) of the title compound as a colorless oil. This was used for the next step without further purification.

Workup

  1. customthe solvent was removed in vacuo
  2. filtrationthe mixture was filtered through a pad of Celite
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-9a12b945866d44e780330a119e49f4c3
Source dataset
uspto-grants-2015_04
Patent number
US08999974B2

Reaction notes

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