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Sodium borohydride → [9-(2,5-Dichlorobenzyl)-9H-beta-carbolin-3-yl]methanol

HRID 992561
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HRID 992561 반응식
[Cl:1][C:2]1[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][C:3]=1[CH2:4][N:5]1[C:17]2[CH:16]=[N:15][C:14]([C:18](OC)=[O:19])=[CH:13][C:12]=2[C:11]2[C:6]1=[CH:7][CH:8]=[CH:9][CH:10]=2.[BH4-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][C:3]=1[CH2:4][N:5]1[C:17]2[CH:16]=[N:15][C:14]([CH2:18][OH:19])=[CH:13][C:12]=2[C:11]2[C:6]1=[CH:7][CH:8]=[CH:9][CH:10]=2
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 9908122methyl 9-(2,5-dichlorobenzyl)-9H-beta-carboline-3-carboxylate

생성물 1

HCID 9928662[9-(2,5-Dichlorobenzyl)-9H-beta-carbolin-3-yl]methanol수율 91%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of methyl 9-(2,5-dichlorobenzyl)-9H-β-carboline-3-carboxylate (13.05 g, 0.0339 mol), and sodium borohydride (3 g, 0.079 mol) was stirred and refluxed in anhydrous ethanol (200 mL) for 15 h. The ethanol was evaporated, and the residue partitioned between 10% aqueous Na2CO3 (100 mL) and methylene chloride (100 mL). The organic phase was dried over MgSO4, evaporated, and the residue crystallized from ether, affording the title product as an ivory-colored solid (11 g, 91%).

후처리

  1. customThe ethanol was evaporated
  2. customthe residue partitioned between 10% aqueous Na2CO3 (100 mL) and methylene chloride (100 mL)
  3. dry with materialThe organic phase was dried over MgSO4
  4. customevaporated
  5. customthe residue crystallized from ether

출처 및 근거

ORD 기록
ord-205e95ba63a941609dca897a7a81cf94
출처 데이터셋
uspto-grants-2002_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06469021B1

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