Formic Acid → Vanillin

HRID 1484221Notes

Reaction equation

HRID 1484221 reaction equation
[CH:1](O)=[O:2].[C:4]1([O:10][CH3:11])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[OH2:12]>>[O:2]=[CH:1][C:6]1[CH:7]=[CH:8][C:9]([OH:12])=[C:4]([O:10][CH3:11])[CH:5]=1

Participants

4

Reactant 3

HCID 284Formic AcidHCID 962WaterHCID 7519Anisole

Product 1

HCID 1183Vanillin

Conditions

Temperature
130 °C

Procedure

A reactant (2.0 mmol, 304 mg), a catalyst (20 mg), H2O (2 mL), formic acid (2.5 equivalents), and anisole (1.0 mmol) were filled in a decompression tube (4 mL) sealed with a Teflon lid. The reaction mixture was heated at 80° C. or 130° C. for 10 hours in an oil bath, and then cooled to room temperature. The reaction mixture was extracted by adding 10 mL CH2Cl2 and centrifuged for 10 minutes to separate a catalyst. The resulting organic layer was analyzed using gas chromatography-mass spectrophotometry (GC-MS).

Workup

  1. temperaturecooled to room temperature
  2. extractionThe reaction mixture was extracted
  3. additionby adding 10 mL CH2Cl2
  4. customto separate a catalyst

Sources & evidence

ORD record
ord-147da5adbc83483a92128c7d5d3b80b5
Source dataset
uspto-grants-2016_08
Patent number
US09421527B2

Reaction notes

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