반응 #1828

반응 방정식

1-tetralone

water

sodium acetate

hydroxylamine hydrochloride

→

product

수율 95.0%

1-Tetralone oxime

수율 95.0%

용매

ethanol

ethanol

반응 조건

후처리

1. 1
   기타apparatus equipped with an overhead stirrer
2. 2
   온도a temperature probe and reflux condenser
3. 3
   세척to rinse off the funnel
4. 4
   workup.ADDITIONadded to the reaction mixture
5. 5
   온도maintained at 75°-85° C. for another 75 minutes
6. 6
   온도The reaction mixture was cooled with the aid of ice
7. 7
   기타reached 32° C.
8. 8
   기타contained in a 200 L vessel
9. 9
   세척The reaction vessel was washed with an additional 2 L of water which
10. 10
    workup.ADDITIONwas added to the 200 L vessel
11. 11
    여과the mixture was filtered through a filter pad
12. 12
    세척the wet cake washed with 4 L of water
13. 13
    기타dried for 1 hour
14. 14
    기타dried under vacuum at 40° C. for 2 days

실험 절차

To 4.6 L of water at room temperature in a 4-neck 50 L flask sitting in a steam bath apparatus equipped with an overhead stirrer, a temperature probe and reflux condenser was added 3.72 Kg (27.36 mol) of sodium acetate with stirring, followed by 1.9 Kg of hydroxylamine hydrochloride (27.36 mol). To this slurry at room temperature, 12 L of ethanol was added followed by 1.994 Kg (13.68 mol) of 1-tetralone. Additional ethanol (1.7 L) was used to rinse off the funnel and added to the reaction mixture. The resulting light orange slurry was heated to 75° C. over 40 minutes and maintained at 75°-85° C. for another 75 minutes. The reaction mixture was cooled with the aid of ice packed around the flask. When the internal temperature reached 32° C., the reaction mixture was pumped over 15 minutes into 60 L of ice contained in a 200 L vessel. The reaction vessel was washed with an additional 2 L of water which was added to the 200 L vessel. When the ice melted, the mixture was filtered through a filter pad and the wet cake washed with 4 L of water. The wet cake was suction dried for 1 hour then transferred to two trays and dried under vacuum at 40° C. for 2 days to give 2.094 Kg (13.01 mol, 95%) of product. 1H NMR (250 MHz,CDCl3): 1.90 (m,2H), 2.80 (t,6 Hz,2H), 2.88 (t,6 Hz,2H), 7.15-7.35 (m,3H), 7.90 (d,8 Hz,1H), 8.9 (br s,1H).

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