Sodium Acetate → HCID 13270585, compound

HRID 1390803Notes

Reaction equation

HRID 1390803 reaction equation
C([O-])(=O)C.[Na+].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[O:17]1[CH2:21][CH2:20][O:19][CH:18]1[C:22]1[CH:29]=[CH:28][CH:27]=[CH:26][C:23]=1[CH2:24][OH:25]>C(Cl)Cl.CCOCC>[O:17]1[CH2:21][CH2:20][O:19][CH:18]1[C:22]1[CH:29]=[CH:28][CH:27]=[CH:26][C:23]=1[CH:24]=[O:25]

Participants

6

Reactant 3

HCID 517045Sodium AcetateHCID 12580689HCID 12580689, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 13270585HCID 13270585, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent2×

Procedure

A suspension of sodium acetate (6.56 g, 0.08 mol) and pyridinium chlorochromate (17.2 g, 0.08 mol) in dry methylene chloride (200 ml) was cooled in an ice bath under a nitrogen atmosphere and treated with a solution of 2-(2-dioxolanyl)benzyl alcohol (9.6 g, 0.053 mol) in methylene chloride (25 ml) over a 15 minute period. The reaction was stirred at room temperature for 2 hours and diluted with ether (200 ml). The solid was collected and washed with ether, and the filtrate was washed with 5% NaHCO3 and brine and dried. The solution was evaporated to give the title aldehyde; 7.8 g (82%).

Workup

  1. temperaturewas cooled in an ice bath under a nitrogen atmosphere
  2. customThe solid was collected
  3. washwashed with ether
  4. washthe filtrate was washed with 5% NaHCO3 and brine
  5. customdried
  6. customThe solution was evaporated

Sources & evidence

ORD record
ord-16952dff88924e65b138a499c53762bc
Source dataset
uspto-grants-1979_02
Patent number
US04140688

Reaction notes

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