Dimethyl Sulfoxide → 5-Bromo-2-methoxymethoxybenzyl cyanide

HRID 862058노트

반응식

HRID 862058 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:11][O:12][CH3:13])=[C:6]([CH:9]=1)[CH2:7]Cl.[C-:14]#[N:15].[Na+].ClCCl.CS(C)=O>O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:11][O:12][CH3:13])=[C:6]([CH:9]=1)[CH2:7][C:14]#[N:15]

참가 물질

6

반응물 4

HCID 679Dimethyl SulfoxideHCID 6344DichloromethaneHCID 8929Sodium CyanideHCID 19701607HCID 19701607, 화합물

생성물 1

HCID 197016225-Bromo-2-methoxymethoxybenzyl cyanide수율 97.9%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a mixture of 5-bromo-2-methoxymethoxybenzyl chloride (21.6 g), sodium cyanide (8.33 g) and dichloromethane (10 ml) was added, at 15° to 20° C., DMSO (80 ml), followed by stirring for 3 hours at room temperature. The mixture was poured into water, which was subjected to extraction with ethyl acetate. The extract solution was washed with water, dried (anhydrous magnesium sulfate) and concentrated to leave an oily product. The oily product was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane) to give 5-bromo-2-methoxymethoxybenzyl cyanide (20.4 g), whose spectrum data are shown below.

후처리

  1. additionwas added, at 15° to 20° C.
  2. extractionwas subjected to extraction with ethyl acetate
  3. washThe extract solution was washed with water
  4. dry with materialdried (anhydrous magnesium sulfate)
  5. concentrationconcentrated
  6. customto leave an oily product
  7. customThe oily product was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-4e6a915d2a62482e88f70474215415b4
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05716971

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