Sodium Hydroxide → HCID 67396735, compound

HRID 869708Notes

Reaction equation

HRID 869708 reaction equation
[O:1]=[C:2]([CH2:9][CH:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1)[CH2:3][C:4]([O:6]CC)=[O:5].[OH-].[Na+]>>[O:1]=[C:2]([CH2:9][CH:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1)[CH2:3][C:4]([OH:6])=[O:5]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 67395921HCID 67395921, compound

Product 1

HCID 67396735HCID 67396735, compound

Procedure

A suspension of ethyl 3-oxo-4-(tetrahydro-2H-pyran-4-yl)butanoate (960 mg, 4.48 mmol) and 1N aqueous sodium hydroxide (9.00 mL, 9.00 mmol) was stirred at room temperature for 48 h. The reaction mixture was washed with diethyl ether and then acidified to pH 3 with 0.5N sulfuric acid. The mixture was extracted with ethyl acetate, and the organic layer was dried over sodium sulfate, filtrated and concentrated in vacuo to give 3-oxo-4-(tetrahydro-2H-pyran-4-yl)butanoic acid. MS (ESI): m/z 185 (M−H).

Workup

  1. washThe reaction mixture was washed with diethyl ether
  2. extractionThe mixture was extracted with ethyl acetate
  3. dry with materialthe organic layer was dried over sodium sulfate
  4. filtrationfiltrated
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-bd21b6425e214ea984ee497b8c4e43b4
Source dataset
uspto-grants-2015_03
Patent number
US08969376B2

Reaction notes

Loading…