Sodium Carbonate → (-)-Galantamine

HRID 907408

반응식

HRID 907408 반응식
[CH3:1][N:2]1[CH2:18][C:16]2=[C:17]3[C:12](=[C:13]([O:19][CH3:20])[CH:14]=[CH:15]2)[O:11][C@@H:10]2[C@:5]3([CH:6]=[CH:7][C@H:8]([OH:21])[CH2:9]2)[CH2:4][CH2:3]1.Br.C(=O)([O-])[O-].[Na+].[Na+]>O>[CH3:1][N:2]1[CH2:18][C:16]2[CH:15]=[CH:14][C:13]([O:19][CH3:20])=[C:12]3[C:17]=2[C@:5]2([C@@H:10]([O:11]3)[CH2:9][C@@H:8]([OH:21])[CH:7]=[CH:6]2)[CH2:4][CH2:3]1

참가 물질

4

반응물 2

HCID 10340Sodium CarbonateHCID 121587Galantamine Hydrobromide

생성물 1

HCID 9651(-)-Galantamine

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

The resulting 88% galanthamine hydrobromide is suspended in 7.6 l of water. The suspension is cooled to 0° C. and diluted, keeping the temperature from 0 to 5° C., with 5.2 l of 10% sodium carbonate. Five extractions with 5 l of n-butyl acetate are obtained, the organic phases are pooled and washed with 2.5 l of salted water. The organic phases are concentrated under vacuum to a volume of 4 l and allowed to crystallize at room temperature. The crystals are filtered and dried under vacuum at 70° C. 1.2 kg of galanthamine are obtained with chemical-physical and spectroscopical characteristics consistent with those reported in the literature (P. Carroll et al., Bull. Soc. Chim. Fr. (1990), 127, 769).

후처리

  1. additiondiluted
  2. customfrom 0 to 5° C.
  3. extractionFive extractions with 5 l of n-butyl acetate
  4. customare obtained
  5. washwashed with 2.5 l of salted water
  6. concentrationThe organic phases are concentrated under vacuum to a volume of 4 l
  7. customto crystallize at room temperature
  8. filtrationThe crystals are filtered
  9. customdried under vacuum at 70° C

출처 및 근거

ORD 기록
ord-433912ffc71b4efe8a37e31941b00aba
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08013151B2

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