Butanal → n-Butanal dicrotyl acetal

HRID 482142

Reaction equation

HRID 482142 reaction equation
[CH:1](=[O:5])[CH2:2][CH2:3][CH3:4].[CH:6](=[O:10])/[CH:7]=[CH:8]/[CH3:9]>[Bi](Cl)(Cl)Cl>[CH2:1]([O:5][CH:6]([O:10][CH2:1][CH:2]=[CH:3][CH3:4])[CH2:7][CH2:8][CH3:9])[CH:2]=[CH:3][CH3:4]

Participants

4

Reactant 2

HCID 261ButanalHCID 447466Crotonaldehyde

Product 1

HCID 57271298n-Butanal dicrotyl acetalYield 178.5%

Reagents, catalysts & solvents 1

HCID 24591Bismuth trichlorideCatalyst

Procedure

The general procedure of Example 2 was repeated except that 72 g (1 mole) of n-butanal and 2 mg of bismuth chloride were used instead of 70 g of crotonaldehyde and 3 mg of stannous chloride dihydrate, respectively to give 177.0 g of n-butanal dicrotyl acetal (R1 =an n-propyl group, R2 =a hydrogen atom and R3 =a crotyl group] (boiling point: 116° C./25 mmHg) (yield: 89.4%).

Sources & evidence

ORD record
ord-b77e872ce1d144259df60f4ff62bea13
Source dataset
uspto-grants-1998_08
Patent number
US05792876

Linked notes

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