Acetic Acid → HCID 73045052, compound

HRID 1992756Notes

Reaction equation

HRID 1992756 reaction equation
CC(O)=O.C[O:6][CH:7](OC)[CH2:8][CH:9]1[C:13](=[O:14])[CH2:12][CH2:11][CH:10]1[CH2:15][C:16]([O:18][CH3:19])=[O:17]>O>[O:14]=[C:13]1[CH2:12][CH2:11][CH:10]([CH2:15][C:16]([O:18][CH3:19])=[O:17])[CH:9]1[CH2:8][CH:7]=[O:6]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 72988237HCID 72988237, compound

Product 1

HCID 73045052HCID 73045052, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
45 °C

Procedure

In a 4 liter jacketed reactor, a mixture of 1,236 liter of AcOH and 1,236 liter of water was heated to 45° C. Then to this mixture were added 494 g of methyl [2-(2,2-dimethoxyethyl)-3-oxocyclopentyl]acetate. The resulting reaction medium was stirred at 46-49° C. until completion of the conversion of the acetal to aldehyde. Distillation under vacuum allowed for the direct isolation of the purified title compound with a yield of 89% (overall yield from Example 1: 66%).

Workup

  1. customThe resulting reaction medium
  2. distillationDistillation under vacuum
  3. custompurified title compound
  4. customwith a yield of 89% (overall yield from Example 1: 66%)

Sources & evidence

ORD record
ord-5e135179bcae49fcac40dbc5b1a87269
Source dataset
uspto-grants-2010_01
Patent number
US07649107B2

Reaction notes

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