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6-Phenoxy-2-pyridinemethanol → (6-Phenoxy-2-pyridinyl)methyl 2,2-dimethyl-3-((isobutoxyimino)methyl)cyclopropanecarboxylate

HRID 1380907
ノート
印刷プレビュー

反応式

HRID 1380907 の反応式
[CH3:1][C:2]1([CH3:15])[C@@H:4]([CH:5]=[N:6][O:7][CH2:8][CH:9]([CH3:11])[CH3:10])[C@H:3]1[C:12]([OH:14])=[O:13].[O:16]([C:23]1[N:28]=[C:27]([CH2:29]O)[CH:26]=[CH:25][CH:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CN(C)C1C=CN=CC=1.C(Cl)Cl.CCCCCC>[CH3:15][C:2]1([CH3:1])[CH:4]([CH:5]=[N:6][O:7][CH2:8][CH:9]([CH3:11])[CH3:10])[CH:3]1[C:12]([O:14][CH2:29][C:27]1[CH:26]=[CH:25][CH:24]=[C:23]([O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:28]=1)=[O:13]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 128791556-Phenoxy-2-pyridinemethanolHCID 53776025(1R,cis)-2,2-dimethyl-3-((isobutoxyimino)methyl)cyclopropanecarboxylic acid

生成物 1

HCID 54522051(6-Phenoxy-2-pyridinyl)methyl 2,2-dimethyl-3-((isobutoxyimino)methyl)cyclopropanecarboxylate収率 71.7%

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344
Dichloromethane
溶媒
HCID 8058Hexane溶媒

実験手順

To a stirred solution of 0.75 g of (1R,cis)-2,2-dimethyl-3-((isobutoxyimino)methyl)cyclopropanecarboxylic acid, 0.71 g of 6-phenoxy-2-pyridinemethanol and a catalytic amount of 4-dimethylaminopyridine in 40 ml of methylene chloride under argon was added as one portion 1.19 g of N,N-dicyclohexylcarbodiimide. The reaction mixture was stirred at ambient temperature overnight, then diluted with an equal volume of hexane, filtered and stripped. The resulting oil was dissolved in hexane, filtered, washed with dilute potassium carbonate solution, dried and stripped. The crude product was chromatographed using 20% diethyl ether in hexane as eluent to yield 1.0 g of the desired product.

後処理

  1. filtrationfiltered
  2. dissolutionThe resulting oil was dissolved in hexane
  3. filtrationfiltered
  4. washwashed with dilute potassium carbonate solution
  5. customdried
  6. customThe crude product was chromatographed

出典と根拠

ORDレコード
ord-0050fab3a16d494e84cb845bf180fefb
出典データセット
uspto-grants-1986_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04584304

反応ノート

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