Sodium Cyanide → Methyl 1-cyanoindan-4-carboxylate

HRID 1763424

반응식

HRID 1763424 반응식
Cl[CH:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([C:11]([O:13][CH3:14])=[O:12])[C:5]=2[CH2:4][CH2:3]1.[C-:15]#[N:16].[Na+]>CS(C)=O>[C:15]([CH:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([C:11]([O:13][CH3:14])=[O:12])[C:5]=2[CH2:4][CH2:3]1)#[N:16]

참가 물질

4

반응물 2

HCID 8929Sodium CyanideHCID 20310089Methyl 1-chloroindan-4-carboxylate

생성물 1

HCID 12422074Methyl 1-cyanoindan-4-carboxylate

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

In 80 ml. of dimethylsulfoxide is dissolved 15 g. of methyl 1-chloroindan-4-carboxylate and the solution is stirred. Then, 5.3 g. of sodium cyanide is added, followed by stirring for 8 hours. Following the addition of 750 ml. of water, the reaction mixture is extracted with ether. The extract is washed with a saturated aqueous solution of sodium chloride and, then, dried. The solvent is distilled off under reduced pressure and the residue is purified by column chromatography on silica gel (500 g. silica gel; eluant: chloroform). The described procedure gives methyl 1-cyanoindan-4-carboxylate as crystals melting at 76.5°-77.5° C.

후처리

  1. additionthe addition of 750 ml
  2. extractionof water, the reaction mixture is extracted with ether
  3. washThe extract is washed with a saturated aqueous solution of sodium chloride
  4. customdried
  5. distillationThe solvent is distilled off under reduced pressure
  6. customthe residue is purified by column chromatography on silica gel (500 g. silica gel; eluant: chloroform)

출처 및 근거

ORD 기록
ord-281ea42d330a43db8ff19d08ef42a03c
출처 데이터셋
uspto-grants-1978_09
특허 번호
US04111997

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