Phthalimide → N-{1-(6-Chloropyridin-2-yl)-2-(pyridin-2-yl)ethyl}phthalimide

HRID 1736481ノート

反応式

HRID 1736481 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([CH:8](O)[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[CH:5]=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:36]1(=[O:46])[NH:40][C:39](=[O:41])[C:38]2=[CH:42][CH:43]=[CH:44][CH:45]=[C:37]12.N(C(OCC)=O)=NC(OCC)=O>O1CCCC1>[Cl:1][C:2]1[N:7]=[C:6]([CH:8]([N:40]2[C:39](=[O:41])[C:38]3=[CH:42][CH:43]=[CH:44][CH:45]=[C:37]3[C:36]2=[O:46])[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 6809PhthalimideHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 541195581-(6-Chloropyridin-2-yl)-2-(pyridin-2-yl)ethyl alcohol

生成物 1

HCID 19973564N-{1-(6-Chloropyridin-2-yl)-2-(pyridin-2-yl)ethyl}phthalimide収率 128.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

38.6 g of the 1-(6-chloropyridin-2-yl)-2-(pyridin-2-yl)ethyl alcohol prepared in the Preparative Example 20, 47.8 g of triphenylphosphine and 26.8 g of phthalimide were dissolved in 500 ml of tetrahydrofuran, followed by the addition thereto of 31.7 g of diethyl azodicarboxylate. The obtained mixture was stirred at room temperature overnight and concentrated, followed by the addition thereto of diethyl ether. The obtained mixture was filtered to remove insolubles and the filtrate was purified by silica gel chromatography (with a hexane/ethyl acetate (2:1) mixture) to give 77.1 g of the title compound as a roughly purified product.

後処理

  1. additionfollowed by the addition
  2. concentrationconcentrated
  3. additionfollowed by the addition
  4. filtrationThe obtained mixture was filtered
  5. customto remove insolubles
  6. customthe filtrate was purified by silica gel chromatography (with a hexane/ethyl acetate (2:1) mixture)

出典と根拠

ORDレコード
ord-61ee13c25f52433eb2d245d18a7869a2
出典データセット
uspto-grants-1996_07
特許番号
US05541213

反応ノート

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