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Sodium Cyanide → HCID 86739779, 화합물

HRID 1153790
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HRID 1153790 반응식
[ClH:1].[CH2:2]([O:9][C:10]1[C:11](=[O:20])[CH:12]=[C:13]([CH:16]([OH:19])[CH2:17][NH2:18])[O:14][CH:15]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:21]1([CH:27](C)[C:28](=O)[CH3:29])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[OH-].[Na+].[C-:34]#N.[Na+]>CO>[ClH:1].[CH2:2]([O:9][C:10]1[C:11](=[O:20])[CH:12]=[C:13]([CH:16]([OH:19])[CH2:17][NH:18][CH:29]([CH3:34])[CH2:28][CH2:27][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[O:14][CH:15]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8929Sodium CyanideHCID 14798Sodium HydroxideHCID 977443-Phenylbutan-2-oneHCID 12311460HCID 12311460, 화합물

생성물 1

HCID 86739779HCID 86739779, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To 1-(5-Benzyloxy-4H-pyran-4-on-2-yl)-2-amino ethanol hydrochloride (1.94 g, 0.0065 m) and 3-phenyl-2-butanone (0.97 g, 0.0065 m) in methanol was added 65 ml of 0.1N NaOH followed by NaCN BH2 (0.25 g, 0.004 m). The mixture was stirred for 2 days at room temperature after concentration, chromatography on silica gel 60 (E. Merck) eluting with 5% CH3OH/CH2Cl2 saturated with NH3 afforded the desired product as its free base. The hydrochloride salt was prepared by dissolving in ethanol and adding aqueous HCl. Filtration of the solid upon attempted ether extraction gave a poor yield of the desired salt A; m.p. 205°-208° C.

후처리

  1. concentrationafter concentration, chromatography on silica gel 60 (E. Merck)
  2. washeluting with 5% CH3OH/CH2Cl2 saturated with NH3

출처 및 근거

ORD 기록
ord-fbf5bdbca6764d149171f22ef71d2ee4
출처 데이터셋
uspto-grants-1984_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04486446

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