4'-Hydroxyacetophenone → 4-Methylphenyl acetate

HRID 978794

반응식

HRID 978794 반응식
[C:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[CH3:11][C:12]([C:14]1[CH:15]=[CH:16][C:17]([OH:20])=[CH:18][CH:19]=1)=[O:13].[OH:21][CH2:22][C:23](C1C=CC=CC=1)=O>F>[C:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[CH:6]=1)(=[O:3])[CH3:2].[C:22]([O:20][C:17]1[CH:18]=[CH:19][C:14]([CH3:12])=[CH:15][CH:16]=1)(=[O:21])[CH3:23].[C:1]([O:4][C:5]1[C:10]([O:13][CH3:12])=[CH:9][CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

참가 물질

7

반응물 3

HCID 74694'-HydroxyacetophenoneHCID 31229Phenyl acetateHCID 68490alpha-Hydroxyacetophenone

생성물 3

HCID 87974-Methylphenyl acetateHCID 61155Guaiacyl acetateHCID 67406Cresatin

시약·촉매·용매 1

HCID 14917Hydrofluoric Acid용매2회

실험 절차

Dann and Mylius in a dissertation included as part of a series of Reports from the Institute for Applied Chemistry of the University of Erlangen, received for publication on January 7, 1954 and published in Annalen der Chemie, 587, 1 to 15, show the rearrangement of phenyl acetate in hydrogen fluoride to 4-hydroxyacetophenone, with a maximum yield of 81% after 24 hours of reaction time, and report a yield of 92% stated to be obtained by K. Weichert as reported in Angewandte Chemie, 56, 338 (1943). However, Dann and Mylius suggest that the difference in yields may be at least partly due to the previous ignoring by Weichert of the accompanying 2-hydroxyacetophenone. Dann and Mylius also report somewhat lower yields of hydroxy aromatic ketones from rearrangements in hydrogen fluoride of m-cresyl acetate, p-cresyl acetate, and guaiacol acetate.

후처리

  1. customwith a maximum yield of 81% after 24 hours of reaction time
  2. customto be obtained by K
  3. customin yields may

출처 및 근거

ORD 기록
ord-0fdbe6abf04e4b51be4001a91b7b9f71
출처 데이터셋
uspto-grants-1987_05
특허 번호
US04665215

연결된 노트

불러오는 중…