2-Nitropropane → Ethyl 1-Cyano-2,2-dimethyl-3-isobutylcyclopropanecarboxylate

HRID 1285518ノート

反応式

HRID 1285518 の反応式
[C:1](/[C:3](=[CH:9]\[CH2:10][CH:11]([CH3:13])[CH3:12])/[C:4]([O:6][CH2:7][CH3:8])=[O:5])#[N:2].[N+]([CH:17]([CH3:19])[CH3:18])([O-])=O.[O-]CC.[Na+]>C(O)C>[C:1]([C:3]1([C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH:9]([CH2:10][CH:11]([CH3:12])[CH3:13])[C:17]1([CH3:19])[CH3:18])#[N:2]

参加物

5

反応物 3

HCID 3982-NitropropaneHCID 2723922Sodium ethoxideHCID 11019475(E)-Ethyl 2-Cyano-5-methyl-2-hexenoate

生成物 1

HCID 13429896Ethyl 1-Cyano-2,2-dimethyl-3-isobutylcyclopropanecarboxylate収率 95.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 490 mg (2.70 mmoles) of cyanoester 5 (produced in accordance with Example V), 0.25 mL (2.78 mmoles) of 2-nitropropane, and 4.0 mL of an 0.65M solution of sodium ethoxide (prepared from sodium metal and ethyl alcohol) in absolute ethyl alcohol was heated at reflux, protected from atmospheric moisture, for 31/2 hours. The product was isolated as described in the procedure of Example VIII, affording 575 mg (95% yield) of cyclopropanoid cyanoester 14: bp 80°-102° C. (bath temperature, 0.05 mm).

後処理

  1. temperaturewas heated
  2. temperatureat reflux
  3. custom2 hours
  4. customThe product was isolated

出典と根拠

ORDレコード
ord-fe7f73134dc14964b0c58cb8fb44097a
出典データセット
uspto-grants-1986_01
特許番号
US04567265

反応ノート

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