Sodium Iodide → alpha-(5-Iodopentyl)-3,4-dimethoxy-alpha-[(4-methylphenyl)thio]benzeneacetonitrile

HRID 863874노트

반응식

HRID 863874 반응식
Cl[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([S:20][C:21]1[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=1)([C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=1)[C:8]#[N:9].[I-:28].[Na+]>CC(C)=O>[I:28][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([S:20][C:21]1[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=1)([C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=1)[C:8]#[N:9]

참가 물질

4

반응물 2

HCID 5238Sodium IodideHCID 10573255alpha-(5-Chloropentyl)-3,4-dimethoxy-alpha-[(4-methylphenyl)-thio]benzeneacetonitrile

생성물 1

HCID 19042083alpha-(5-Iodopentyl)-3,4-dimethoxy-alpha-[(4-methylphenyl)thio]benzeneacetonitrile수율 96.7%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 0.86 g of α-(5-chloropentyl)-3,4-dimethoxy-α-[(4-methylphenyl)thio]benzeneacetonitrile, 3.2 g of sodium iodide, and 10 mL of acetone is heated to reflux overnight, protected from light. The volatiles are removed in vacuo and 30 mL of diethyl ether is added to the residue. The insolubles are collected and the volatiles removed in vacuo. The residue is purified via column chromatography using hexane/ethyl acetate (2:1) to afford 1.02 g of the desired product as a clear oil. MS(CI): m/z 496(M+H).

후처리

  1. temperatureis heated
  2. temperatureto reflux overnight
  3. customThe volatiles are removed in vacuo and 30 mL of diethyl ether
  4. additionis added to the residue
  5. customThe insolubles are collected
  6. customthe volatiles removed in vacuo
  7. customThe residue is purified via column chromatography

출처 및 근거

ORD 기록
ord-c40f8e911be443e2813ac3413ba28f76
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05561141

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