反応 #8505

反応方程式

sodium hydroxide

2-butene-1,4-diol

benzyl chloride

→

( 18 )

収率 114.5%

1,4-Dibenzyloxy-2-butene

収率 114.5%

反応条件

後処理

1. 1
   温度The reaction mixture was cooled down
2. 2
   その他separated
3. 3
   workup.ADDITIONafter the addition of water (90 ml)
4. 4
   workup.ADDITIONTo the organic layer was added sulfuric acidic brine
5. 5
   その他separated
6. 6
   workup.ADDITIONmixed with ethyl acetate
7. 7
   濃縮concentrated under reduced pressure

実験手順

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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