Berberine chloride → Dihydroberberine

HRID 1930097노트

반응식

HRID 1930097 반응식
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][N+:7]3[CH2:20][CH2:19][C:18]4[C:13](=[CH:14][C:15]5[O:23][CH2:22][O:21][C:16]=5[CH:17]=4)[C:8]=3[CH:9]=2)[C:4]=1[O:24][CH3:25].[Cl-].[BH4-].[Na+].C(Cl)Cl.C(OCC)(=O)C.CO>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[CH:9]=[C:8]3[N:7]([CH2:20][CH2:19][C:18]4[CH:17]=[C:16]5[O:21][CH2:22][O:23][C:15]5=[CH:14][C:13]=43)[CH2:6][C:5]=2[C:4]=1[O:24][CH3:25]

참가 물질

5

반응물 3

HCID 12456Berberine chlorideHCID 4311764Sodium borohydride2회HCID 21901258Dichloromethane ethyl acetate methanol

생성물 1

HCID 10217Dihydroberberine수율 85%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of berberine hydrochloride (3,718 g, 10 mmol) in pyridine (30 mL) was added portionwise sodium borohydride (450 mg, 12 mmol) and the mixture was stirred at room temperature for 30 min. More sodium borohydride (380 mg, 10 mmol) was added and stirring was continued for 1 h. The reduction was monitored by TLC (DCM-ethyl acetate-methanol 4:4:2). The mixture was poured onto ice water. The precipitate was filtered, the residue washed with water and then dried under vacuum over calcium chloride to give 2.860 g of title compound in about 85 % yield.

후처리

  1. stirringstirring
  2. waitwas continued for 1 h
  3. additionThe mixture was poured onto ice water
  4. filtrationThe precipitate was filtered
  5. washthe residue washed with water
  6. dry with materialdried under vacuum over calcium chloride

출처 및 근거

ORD 기록
ord-3a9fd2ebc1234ff5bd9ebd61bee4665f
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08188109B2

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