Triethylamine → 2-(3-Phenoxybenzoyl)-3-dimethylaminoacrylonitrile

HRID 465274

반응식

HRID 465274 반응식
[O:1]([C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=1)[C:11](Cl)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:17][N:18]([CH3:23])[CH:19]=[CH:20][C:21]#[N:22].C(N(CC)CC)C>O1CCOCC1>[O:1]([C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=1)[C:11]([C:20](=[CH:19][N:18]([CH3:23])[CH3:17])[C:21]#[N:22])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 974973-(Dimethylamino)prop-2-enenitrileHCID 27603413-Phenoxybenzoyl chloride

생성물 1

HCID 540996322-(3-Phenoxybenzoyl)-3-dimethylaminoacrylonitrile수율 36.2%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A mixture of 3-phenoxybenzoyl chloride (6.9 g), 3-dimethylaminoacrylonitrile (2 g) and triethylamine (4 g) in dry dioxan (50 ml) was refluxed for 6 hours under a nitrogen atmosphere. After standing at room temperature overnight, the dioxan was evaporated in vacuo and dichloromethane added to the residue. The extracts were washed with water, 2N NaOH, brine and finally dried over MgSO4. After filtration and evaporation of the dichloromethane, the residue was purified on a silica gel column using 5% methanol-dichloromethane as eluant to give the title compound (2.2 g, 36%) as a white solid of m.p. 80°-82° C. (identical to that described in Example 46).

후처리

  1. temperaturewas refluxed for 6 hours under a nitrogen atmosphere
  2. customthe dioxan was evaporated in vacuo and dichloromethane
  3. additionadded to the residue
  4. washThe extracts were washed with water, 2N NaOH, brine
  5. dry with materialfinally dried over MgSO4
  6. filtrationAfter filtration and evaporation of the dichloromethane
  7. customthe residue was purified on a silica gel column

출처 및 근거

ORD 기록
ord-30ba1b7a3a6a4330b33d69566dcace07
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05152825

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