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

HRID 904805
ノート
印刷プレビュー

反応式

HRID 904805 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

HCID 132821406-Chloro-3-hydroxy-1-benzofuran-2-carbonitrile収率 98.1%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

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).

このページの内容参加物実験手順後処理出典と根拠反応ノート

後処理

  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

出典と根拠

ORDレコード
ord-0efdb79ccbdb436f8f6bcd0e86d4d0e2
出典データセット
uspto-grants-1983_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04420476

反応ノート

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