반응 #1070083

반응 방정식

methyl 3-(4-cyano-phenoxymethyl)-benzoate

sodium boranate

sodium hydroxide

→

4-(3-hydroxymethyl-benzyloxy)-benzonitrile

용매

THF

methanol

반응 조건

후처리

1. 1
   온도The reaction mixture is then cooled to 25° C.
2. 2
   workup.STIRRINGAfter stirring
3. 3
   기타the aqueous supernatant is separated off
4. 4
   workup.ADDITIONmixed with 30 litres of a 22.5% sodium hydroxide solution
5. 5
   workup.STIRRINGAfter stirring
6. 6
   기타the aqueous supernatant is separated off and from this about 100 litres of solvent
7. 7
   workup.DISTILLATIONare distilled off at a sump temperature of 63 to 75° C
8. 8
   기타The distillation residue is crystallised by the addition of 20 litres of isopropanol at 50 to 60° C.
9. 9
   기타at 40 to 50° C
10. 10
    온도After the suspension has been cooled to 20 to 30° C. the crystals
11. 11
    기타are separated off
12. 12
    세척washed with 60 to 100 litres of water and batchwise with 25 litres of cold isopropanol
13. 13
    기타dried in vacuo

실험 절차

20.05 kg (26.7 mol) of methyl 3-(4-cyano-phenoxymethyl)-benzoate are dissolved in 100 litres of THF and 40 litres of methanol. At 40 to 45° C., 8.51 kg of sodium boranate are added in batches. The reaction is completed by stirring the reaction mixture at 61 to 63° C. for about 5 hours. The reaction mixture is then cooled to 25° C. and 90 litres of a 15% sodium hydroxide solution are added. After stirring, the aqueous supernatant is separated off and mixed with 30 litres of a 22.5% sodium hydroxide solution. After stirring, the aqueous supernatant is separated off and from this about 100 litres of solvent are distilled off at a sump temperature of 63 to 75° C. The distillation residue is crystallised by the addition of 20 litres of isopropanol at 50 to 60° C. and 150 litres of water at 40 to 50° C. After the suspension has been cooled to 20 to 30° C. the crystals are separated off, washed with 60 to 100 litres of water and batchwise with 25 litres of cold isopropanol and dried in vacuo.

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