Acetal → 1,1,3-Triethoxy-2-methyl-butane

HRID 714003

Reaction equation

HRID 714003 reaction equation
[CH2:1]([O:3][CH:4]([O:6][CH2:7][CH3:8])[CH3:5])[CH3:2].[CH2:9]([O:11][CH:12]=[CH:13]C)[CH3:10].[C:15]([O-])(O)=O.[Na+]>[Cl-].[Al+3].[Cl-].[Cl-]>[CH2:1]([O:3][CH:4]([O:6][CH2:7][CH3:8])[CH:5]([CH3:15])[CH:9]([O:11][CH2:12][CH3:13])[CH3:10])[CH3:2]

Participants

5

Reactant 3

HCID 7765Acetal2×HCID 13570Ethyl 1-propenyl etherHCID 516892Sodium Bicarbonate

Product 1

HCID 118305441,1,3-Triethoxy-2-methyl-butaneYield 88%

Reagents, catalysts & solvents 1

HCID 6451240Aluminum(III) ChlorideCatalyst

Conditions

Temperature
50 °C

Procedure

236 g of acetaldehyde diethyl acetal (abbreviation: acetal) and 1 g of aluminum chloride are added in 500 ml of four necked bottle under protection of nitrogen, the solution is freezed to −10° C., and kept at −10° C.˜−5° C., a mixture of 118 g of acetaldehyde diethyl acetal and 86 g (0.945 mol) of ethyl-(1-propenyl)-ether is slowly dropped, and continue to stir it for 10 min after finishing dropping, and the end of reaction is detected by GC. A saturated NaHCO3 solution is added in the reaction to neutralize it to pH=7, and to layer, the oil layer is dried by anhydrous sodium sulfate after being washed by water, and heated to 50° C.; most of acetaldehyde diethyl acetal is recycled, to obtain 169.6 g of 1,1,3-triethoxy-2-methyl-butane by vacuum distillation, and its content is 97.2%, and its yield is 88%.

Workup

  1. customis freezed to −10° C.
  2. customkept at −10° C.˜−5° C.
  3. additionis slowly dropped
  4. customthe end of reaction
  5. dry with materialto layer, the oil layer is dried by anhydrous sodium sulfate
  6. washafter being washed by water

Sources & evidence

ORD record
ord-3ee62605852e49bfa7d087d4d683f11c
Source dataset
uspto-grants-2015_11
Patent number
US09187394B2

Linked notes

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