Water → HCID 13873006, 화합물

HRID 2073566노트

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HRID 2073566 반응식
[CH2:1]([O:8][C:9]1[CH:16]=[C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:14]=[CH:13][C:10]=1[CH2:11]Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C-:25]#[N:26].[Na+].O>CS(C)=O>[CH2:1]([O:8][C:9]1[CH:16]=[C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:14]=[CH:13][C:10]=1[CH2:11][C:25]#[N:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 8929Sodium CyanideHCID 13873005HCID 13873005, 화합물

생성물 1

HCID 13873006HCID 13873006, 화합물수율 70%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
20 °C

실험 절차

The above obtained crude 2,4-dibenzyloxybenzyl chloride [VII] was dissolved in dimethyl sulfoxide (150 ml) and then thereto was added sodium cyanide (4 g), followed by stirring for 2 hours at room temperature (20° C.). The reaction mixture was added to water (1 liter) and extracted with dichloromethane (1 liter). The dichloromethane extract was concentrated under reduced pressure and the residue was purified by a silica gel column [inner diameter: 10 cm, length 50 cm; developer: dichloromethane-hexane 1:1 (v/v) mixed solution] and furthermore, was recrystallized from diethyl ether-hexane 2:1 (v/v) mixed solution to obtain 2,4-dibenzyloxyphenylacetonitrile [VIII] (14.3 g, yield from [VI]: 70%). Melting point: 99°-100° C.

후처리

  1. extractionextracted with dichloromethane (1 liter)
  2. extractionThe dichloromethane extract
  3. concentrationwas concentrated under reduced pressure
  4. customthe residue was purified by a silica gel column [inner diameter: 10 cm, length 50 cm; developer: dichloromethane-hexane 1:1 (v/v) mixed solution]
  5. customfurthermore, was recrystallized from diethyl ether-hexane 2:1 (v/v)
  6. additionmixed solution

출처 및 근거

ORD 기록
ord-ee55419039f64c88ae31356c9b818a35
출처 데이터셋
uspto-grants-1990_04
특허 번호
US04918107

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