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Sodium Methoxide → 6-Chloro-3-hydroxy-1-benzofuran-2-carbonitrile

HRID 904805
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HRID 904805 반응식
[C:1]([C:5]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:6]=1[O:7][CH2:8][C:9]#[N:10])(OC)=[O:2].C[O-].[Na+]>C1C=CC=CC=1>[Cl:15][C:12]1[CH:13]=[CH:14][C:5]2[C:1]([OH:2])=[C:8]([C:9]#[N:10])[O:7][C:6]=2[CH:11]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 10942334Sodium MethoxideHCID 13282134Methyl 4-chloro-2-(cyanomethoxy)benzoate

생성물 1

HCID 132821406-Chloro-3-hydroxy-1-benzofuran-2-carbonitrile수율 98.1%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A mixture of 2-(2-carbomethoxy-5-chlorophenoxy)acetonitrile (22.6 g, 0.1 mol, described in Example 2) and sodium methoxide (0.2 mol, prepared from 4.6 g sodium metal and 50 mL dry methanol) in benzene (400 mL) was stirred and refluxed for 2 hr. After cooling, the precipitate was collected and dissolved in water. The solution was acidified with concentrated hydrochloric acid. The precipitate was extracted into diethyl ether and the solution was dried and evaporated. The solid residue was triturated with petroleum ether and gave 19.0 g of the title compound: mp ca 205° C., and NMR (DMSO-d6) δ7.6 (3H,m), and 11.4 (1H, broad).

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후처리

  1. temperaturerefluxed for 2 hr
  2. temperatureAfter cooling
  3. customthe precipitate was collected
  4. dissolutiondissolved in water
  5. extractionThe precipitate was extracted into diethyl ether
  6. customthe solution was dried
  7. customevaporated
  8. customThe solid residue was triturated with petroleum ether

출처 및 근거

ORD 기록
ord-0efdb79ccbdb436f8f6bcd0e86d4d0e2
출처 데이터셋
uspto-grants-1983_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04420476

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