格氏试剂和原甲酸三酯反应生成缩醛，接着水解得到醛的反应。反应与Bouveault反应类似。

Hexanal (3). To 30 g Mg and a crystal of I2 in 50 mL dry ether was added 6 g of n-amyl bromide in 150 mLether. After 1 h reflux, 148 g (1 mol) of ethyl orthoformate was added over 20 min. The mixture was refluxed for 6 h, evaporated and 750 mL6%HCl was added to get 2 as an oil. To 2 was added H2SO4 (100 g, 55 mL)in 700 mLH2O.To the distilled product was added 100 g ofNaHSO3 in 300 mLH2O and the aq layer was treated at 40 C with 80 g Na2CO3 in 200 mL H2O. 3 was steam distilled (45 g (45%), bp 126–129 C).

【Bachman GB, Org Synth Col Vol, 1943, 2, 323】

相关文献

1 Chichibabin AE J Russ Phys Chem Soc 1903 35 1284

2 Bodroux F Compt Rendu 1904 138 92

3 Smith LI J Org Chem 1941 6 437

4 Bachman GB Org Synth Col Vol 1943 2 323

5 Pasternak Y Bull Soc Chim Fr 1966 365

编译自：Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 52.