Acetaldehyde → Cyclohexanecarboxaldehyde

HRID 1637069Notes

Reaction equation

HRID 1637069 reaction equation
[CH:1](=[O:3])[CH3:2].C(OC)=O.[S:8](=[O:11])([OH:10])[O-:9].[Na+:12].[OH-].[Na+].[CH2:15]1[CH2:20][CH2:19]C[CH2:17][CH2:16]1>O>[CH:2]1([CH:1]=[O:3])[CH2:19][CH2:20][CH2:15][CH2:16][CH2:17]1.[S:8](=[O:9])([OH:11])[O-:10].[Na+:12]

Participants

8

Reactant 5

HCID 177Acetaldehyde2×HCID 7865Methyl formate2×HCID 8078Cyclohexane2×HCID 14798Sodium Hydroxide3×HCID 23665763Sodium Bisulfite

Product 2

HCID 16275CyclohexanecarboxaldehydeHCID 23665763Sodium Bisulfite

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of cyclohexane with 1000 ppm acetaldehyde and 500 ppm methyl formate impurities was prepared and a partitioning run was carried out in a 500 mL separatory funnel, reacting this mixture with aqueous sodium bisulfite as the reducing agent and aqueous sodium hydroxide as the base. The cyclohexane-aldehyde solution was prepared by mixing 1000 g cyclohexane, 1.0 g acetaldehyde, and 0.5 g methyl formate in a large flask. After mixing, a portion was decanted into a labeled vial for analysis. Sodium bisulfite solution was prepared by mixing 9.66 g water and 2.16 g Na2S2O5 in a flask with shaking until complete dissolution had occurred. Sodium hydroxide solution was drawn from 0.2 N sodium hydroxide laboratory stock solution.

Workup

  1. customa partitioning run was carried out in a 500 mL separatory funnel
  2. additionAfter mixing
  3. customa portion was decanted into a labeled vial for analysis

Sources & evidence

ORD record
ord-d31e65275e30489eb163ca0ced945bc0
Source dataset
uspto-grants-2000_03
Patent number
US06037516

Reaction notes

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