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

HRID 1285518노트

반응식

HRID 1285518 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-fe7f73134dc14964b0c58cb8fb44097a
출처 데이터셋
uspto-grants-1986_01
특허 번호
US04567265

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