Methyl nitrite → 2-Hydroxyimino-4-(4-methoxy-phenyl)-but-3-enenitrile

HRID 48132

반응식

HRID 48132 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[CH:10][CH2:11][C:12]#[N:13])=[CH:5][CH:4]=1.[N:14](OC)=[O:15]>CO>[OH:15][N:14]=[C:11]([CH:10]=[CH:9][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)[C:12]#[N:13]

참가 물질

4

반응물 2

HCID 12231Methyl nitriteHCID 544351994-(4-Methoxyphenyl)but-3-enenitrile

생성물 1

HCID 867593582-Hydroxyimino-4-(4-methoxy-phenyl)-but-3-enenitrile수율 35,606.699%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

4-(4-Methoxy-phenyl)-but-3-enenitrile (5.0 g; 0.025 mmol) dissolved in 90 ml of methanol is treated with ca 0.050 mol of gaseous methyl nitrite in the same way as described in example 2.2. After stirring overnight at ca 25° C., the reaction mixture is rotary evaporated and partitioned between 200 ml of 0.5 N HCl and 200 ml ethyl acetate. The aqueous phase is extracted with 50 ml of ethyl acetate. The combined organic extracts are evaporated and purified by flash chromatography (150 g SiO2; hexane:ethyl acetate 80:20 v:v); to yield 2-hydroxyimino-4-(4-methoxy-phenyl)-but-3-enenitrile 1.8 g (36%) as a yellow solid which is used for the next reaction without further purification.

후처리

  1. customthe reaction mixture is rotary evaporated
  2. custompartitioned between 200 ml of 0.5 N HCl and 200 ml ethyl acetate
  3. extractionThe aqueous phase is extracted with 50 ml of ethyl acetate
  4. customThe combined organic extracts are evaporated
  5. custompurified by flash chromatography (150 g SiO2; hexane:ethyl acetate 80:20 v:v)

출처 및 근거

ORD 기록
ord-ae3f0270cd1b41a78624777403f111f4
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06703182B1

연결된 노트

불러오는 중…