简单的萃取也可以发个Org. Process Res. Dev. 文章，亚硫酸氢钠如何合理除醛？

醇转变成 亚锌酸氢钠卤代烃物是一个可逆的体系,把存在于体系当中微值的亚锌酸氢钠用酸或碱不断地转化成，其结果是卤代烃物又分解成为原来的醇，因此也可以通过此步骤回收醇或转化醇。

标准操作

Standard work-up procedure for aldehyde and ketone removal.

Substrate (1.4 mmol) and aldehyde (1.4 mmol) were dissolved in 5 mL MeOH, 25 mL saturated NaHSO3(aq) added, shaken for approximately 30 s, diluted with 25 mL H2O, and extracted with 25 mL 10% EA/hexanes. The organic layer was dried (MgSO4), filtered, and concentrated in vacuo to yield the recovered substrate.

Work-up procedure for non-polar aldehyde and ketone removal.

Substrate (1.4 mmol) and aldehyde (1.4 mmol) were dissolved in 10 mL DMF, 25 mL saturated NaHSO3(aq) added, shaken for approximately 30 s, diluted with 25 mL H2O, and extracted with 25 mL 10% EA/hexanes. The aqueous layer was extracted with 25 mL of 10% EA/hexanes. The combined organic layers were washed three times with H2O (25 mL, 10 mL, 5 mL). The organic layer was dried (MgSO4), filtered, and concentrated in vacuo to yield the recovered substrate.

Work-up procedure for isolation of both aldehyde and ketone.

Benzyl butyrate (250 μL, 1.4 mmol) and aldehyde 20 (275.0 mg, 1.4 mmol) were dissolved in 10 mL DMF, 25 mL saturated NaHSO3(aq) added, shaken for approximately 30 s, diluted with 25 mL H2O, and extracted with 25 mL 10% EA/hexanes. The aqueous layer was extracted with 25 mL of 10% EA/hexanes three times. The organic layers were washed three times with H2O (25 mL, 10 mL, 5 mL). The organic layer was dried (MgSO4), filtered, and concentrated in vacuo to yield recovered benzyl butyrate (261.3 mg, 98% recovery). The combined aqueous layers were basified with 50% sodium hydroxide and extracted with 25 mL of 10% EA/hexanes three times. The organic layers were washed three times with H2O (25 mL, 10 mL, 5 mL). The organic layer was dried (MgSO4), filtered, and concentrated in vacuo to yield recovered aldehyde 20 (261.3 mg, 95% recovery).

以下内容

Liquid–Liquid Extraction Protocol for the Removal of Aldehydes and Highly Reactive Ketones from Mixtures， Org. Process Res. Dev. 2017, 21, 9, 1394–1403

题外话，这个反应会既然这么快，是不是可以用于除室内苯酚？