Hydrogen Peroxide → 2-Naphthol

HRID 904755

반응식

HRID 904755 반응식
[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

참가 물질

7

반응물 3

HCID 784Hydrogen Peroxide2회HCID 931Naphthalene2회HCID 24603Fluorosulfuric acid

생성물 2

HCID 70051-Naphthol수율 4.4%HCID 86632-Naphthol수율 54.2%

시약·촉매·용매 2

HCID 26159Sulfuryl chloride fluoride용매2회HCID 13152770Sulfurofluoridous acid용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-dff3d725184e41a7bb12920898b2f55c
출처 데이터셋
uspto-grants-1983_12
특허 번호
US04419528

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