Hydrogen Peroxide → 2-Naphthol

HRID 904755

反応式

HRID 904755 の反応式
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.FS(O)(=O)=[O:13].[OH:16]O>S(F)(Cl)(=O)=O.FS(O)=O>[CH:9]1[C:10]2[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=2)[CH:6]=[CH:7][C:8]=1[OH:13].[CH:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][C:6]=2[OH:16])[CH:1]=1

参加物

7

反応物 3

HCID 784Hydrogen Peroxide2 回HCID 931Naphthalene2 回HCID 24603Fluorosulfuric acid

生成物 2

HCID 70051-Naphthol収率 4.4%HCID 86632-Naphthol収率 54.2%

試薬・触媒・溶媒 2

HCID 26159Sulfuryl chloride fluoride溶媒2 回HCID 13152770Sulfurofluoridous acid溶媒

実験手順

0.1 mol of naphthalene was dissolved at -78° C. in a solution of 50 ml of 1:1 mol/mol FSO3H--SbF5 in 100 ml of sulfuryl chloride fluoride. 0.12 mol of H2O2 (90% solution) was separately dissolved in a solution of 50 ml of 1:1 (m/m) FSO2H--SbF5 and 100 ml of sulfuryl chloride fluoride at the same temperature. The H2O2 superacid solution was carefully added with good stirring at -78° to -70° C. to the superacid solution of naphthalene and the reaction mixture subsequently was stirred for an additional 30 minutes, then quenched with ice water, worked up, and analyzed as in Example 1. 22% naphthalene was recovered unchanged. 54.2% of β-naphthol and 4.4% of naphthol were obtained, together with 6% dihydroxynaphthalenes and only traces of polymeric material.

後処理

  1. customquenched with ice water
  2. custom22% naphthalene was recovered unchanged

出典と根拠

ORDレコード
ord-dff3d725184e41a7bb12920898b2f55c
出典データセット
uspto-grants-1983_12
特許番号
US04419528

関連ノート

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