Tetrabutylammonium Hydroxide → Tetrabutylammonium

HRID 975225노트

반응식

HRID 975225 반응식
[I:1][C:2]1[N:10]=[C:9]([NH2:11])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][NH:6]2.[OH-].[CH2:13]([N+:17]([CH2:26][CH2:27][CH2:28][CH3:29])([CH2:22][CH2:23][CH2:24][CH3:25])[CH2:18][CH2:19][CH2:20][CH3:21])[CH2:14][CH2:15][CH3:16]>ClCCl>[I:1][C:2]1[N:10]=[C:9]([NH2:11])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][NH:6]2.[CH2:26]([N+:17]([CH2:13][CH2:14][CH2:15][CH3:16])([CH2:18][CH2:19][CH2:20][CH3:21])[CH2:22][CH2:23][CH2:24][CH3:25])[CH2:27][CH2:28][CH3:29]

참가 물질

5

반응물 2

HCID 2723671Tetrabutylammonium HydroxideHCID 178508570HCID 178508570, 화합물

생성물 2

HCID 16028TetrabutylammoniumHCID 178508570HCID 178508570, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

6-Iodo-9H-purin-2-amine (133 g., 510 mmole) ground up in a mortar and pestle was washed into a 2 liter pot with 1.5 liter dichloromethane. Aqueous tetrabutylammonium hydroxide (1.53M, 333 ml., 510 mmole) was added and the mixture was stirred mechanically for 30 minutes. The mixture was then filtered through Celite, washed five times with methylene chloride, and the methylene chloride layer was separated, dried (MgSO4), and evaporated. The residue was evaporated from toluene (300 ml.). The residue was taken up in 1 liter of ethyl acetate and heated briefly to form a two-phase mixture. This mixture was stirred mechanically at room temperature for 30 minutes. The resulting crystals were filtered, washed with ethyl acetate, and dried under vacuum overnight to give 213.5 g. of product. 20 g. of this material was dried further overnight at 50° C. under vacuum over phosphorus pentoxide to give 6-iodo-9H-purin-2-amine, ion (1-), tetrabutylammonium (1:1) salt; m.p. 114°-116° C.

후처리

  1. filtrationThe mixture was then filtered through Celite
  2. washwashed five times with methylene chloride
  3. customthe methylene chloride layer was separated
  4. dry with materialdried (MgSO4)
  5. customevaporated
  6. customThe residue was evaporated from toluene (300 ml.)
  7. temperatureheated briefly
  8. customto form a two-phase mixture
  9. stirringThis mixture was stirred mechanically at room temperature for 30 minutes
  10. filtrationThe resulting crystals were filtered
  11. washwashed with ethyl acetate
  12. customdried under vacuum overnight
  13. customto give 213.5 g
  14. dry with materialof this material was dried further overnight at 50° C. under vacuum over phosphorus pentoxide

출처 및 근거

ORD 기록
ord-ffb905140ce54f2a9f93d6466d53347c
출처 데이터셋
uspto-grants-1997_03
특허 번호
US05608064

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