반응 #8505

반응 방정식

sodium hydroxide

2-butene-1,4-diol

benzyl chloride

→

( 18 )

수율 114.5%

1,4-Dibenzyloxy-2-butene

수율 114.5%

반응 조건

후처리

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

실험 절차

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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