Реакция #8505

Уравнение реакции

sodium hydroxide

2-butene-1,4-diol

benzyl chloride

→

( 18 )

Выход 114.5%

1,4-Dibenzyloxy-2-butene

Выход 114.5%

Условия реакции

Обработка

1. 1
   ТемператураThe reaction mixture was cooled down
2. 2
   Другоеseparated
3. 3
   workup.ADDITIONafter the addition of water (90 ml)
4. 4
   workup.ADDITIONTo the organic layer was added sulfuric acidic brine
5. 5
   Другоеseparated
6. 6
   workup.ADDITIONmixed with ethyl acetate
7. 7
   Концентрированиеconcentrated under reduced pressure

Методика

To 48% aqueous sodium hydroxide (127.8 g) was added tetra-n-butylammonium bromide (3.3 g, 10 mmol). The mixture was heated to 60° C. To the mixture was added 2-butene-1,4-diol (17) (30.0 g, 340 mmol), to which was added dropwise benzyl chloride (94.8 g, 743 mmol) at 80±15° C. The mixture was stirred at the same temperature for 2 hours. The reaction mixture was cooled down, and separated after the addition of water (90 ml). To the organic layer was added sulfuric acidic brine. The solution was neutralized by aqueous sodium hydrogen carbonate, separated, mixed with ethyl acetate and concentrated under reduced pressure to yield the objective (18) (104.5 g, quantitative) as an oil residue.

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