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Triethylamine → Isopropyl (2Z)-3-hydroxy-2-cyano-4-ethyl-2-hexenoate

HRID 2262444
ノート
印刷プレビュー

反応式

HRID 2262444 の反応式
[CH2:1]([CH:3]([CH2:7][CH3:8])[C:4](Cl)=[O:5])[CH3:2].[C:9]([CH2:11][C:12]([O:14][CH:15]([CH3:17])[CH3:16])=[O:13])#[N:10].C(N(CC)CC)C>C(Cl)Cl>[OH:5]/[C:4](/[CH:3]([CH2:7][CH3:8])[CH2:1][CH3:2])=[C:11](/[C:9]#[N:10])\[C:12]([O:14][CH:15]([CH3:17])[CH3:16])=[O:13]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 25917Isopropyl cyanoacetateHCID 759542-Ethylbutyryl chloride

生成物 1

HCID 54693160Isopropyl (2Z)-3-hydroxy-2-cyano-4-ethyl-2-hexenoate収率 68%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

22.2 g (0.16 mol) of 2-ethylbutyryl chloride were added to a solution of 21 g (0.16 mol) of isopropyl cyanoacetate in CH2Cl2, and the reaction mixture was cooled to 0° C. At this temperature, with ice-cooling, 33.5 g (0.33 mol) of triethylamine were added dropwise, and the mixture was then stirred at 25° C. for 2 h. Following subsequent acidic hydrolysis, the organic phase was washed, dried and concentrated. Purification by customary methods gave 24.4 g of the title compound (68% of theory) as a colorless oil (b.p. 70-75° C./1.5 mbar).

後処理

  1. temperatureAt this temperature, with ice-cooling
  2. customacidic hydrolysis
  3. washthe organic phase was washed
  4. customdried
  5. concentrationconcentrated
  6. customPurification by customary methods

出典と根拠

ORDレコード
ord-461234f4e4274a74b54408507a4eb786
出典データセット
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07851411B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート