Ethanol → HCID 22674654, compound

HRID 594289Notes

Reaction equation

HRID 594289 reaction equation
F[C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH3:11])[C:3]=1[CH:4]=[O:5].[CH3:12][CH2:13][OH:14]>>[CH2:13]([O:14][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH3:11])[C:3]=1[CH:4]=[O:5])[CH3:12]

Participants

3

Reactant 2

HCID 702EthanolHCID 27373572-Fluoro-6-methoxybenzaldehyde

Product 1

HCID 22674654HCID 22674654, compound

Conditions

Temperature
55 °C

Procedure

A mixture of commercially available 2-fluoro-6-methoxybenzaldehyde (3.372 g; 21.90 mmol) and sodium hydroxide NaOH (10.208 g; 255.00 mmol) in EtOH (525 ml) was heated to 55° C. for 1 h. After cooling to rt, the reaction mixture was concentrated under reduced pressure. Water and DCM were added, and the aq. layer was further extracted with DCM. The mixed organic layers were dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure affording 2-ethoxy-6-methoxybenzaldehyde as a yellow oil. LC-MS (conditions A): tR=0.61 min.; [M+H]+: 181.13 g/mol.

Workup

  1. temperatureAfter cooling to rt
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. additionWater and DCM were added
  4. extractionthe aq. layer was further extracted with DCM
  5. dry with materialThe mixed organic layers were dried over anh. MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-32bc8197a2e04d0b9ee880b944e00852
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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