1-Phenylethanol → p-Bromoacetophenone

HRID 324748

Reaktionsgleichung

Reaktionsgleichung von HRID 324748
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:10])[CH3:9])=[CH:4][CH:3]=1.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([CH:18]([OH:20])[CH3:19])=[CH:14][CH:13]=1.C1(C(O)C)C=CC=CC=1.C1C2C(=CC=CC=2)C=CC=1C(O)C.[CH3:43][O:44][C:45]1[CH:50]=[CH:49][C:48]([CH:51]([OH:53])[CH3:52])=[CH:47][CH:46]=1.[N+:54]([C:57]1[CH:62]=[CH:61][C:60]([CH:63]([OH:65])[CH3:64])=[CH:59][CH:58]=1)([O-:56])=[O:55]>>[CH3:9][C:8]([C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=1)=[O:10].[CH3:19][C:18]([C:15]1[CH:16]=[CH:17][C:12]([Cl:11])=[CH:13][CH:14]=1)=[O:20].[CH3:52][C:51]([C:48]1[CH:49]=[CH:50][C:45]([O:44][CH3:43])=[CH:46][CH:47]=1)=[O:53].[CH3:64][C:63]([C:60]1[CH:59]=[CH:58][C:57]([N+:54]([O-:56])=[O:55])=[CH:62][CH:61]=1)=[O:65]

Komponenten

10

Edukt 6

HCID 74091-PhenylethanolHCID 18825Benzenemethanol, 4-chloro-alpha-methyl-HCID 953521-(4-Bromophenyl)ethanolHCID 98243alpha-Methylnaphthalene-2-methanolHCID 1011481-(4-Methoxyphenyl)ethanolHCID 5923761-(4-Nitrophenyl)ethan-1-ol

Produkt 4

HCID 7466p-BromoacetophenoneHCID 7467P-ChloroacetophenoneHCID 74764'-MethoxyacetophenoneHCID 7487p-Nitroacetophenone

Versuchsvorschrift

By using the equipment analysis described above, the retention times of (±)-1-(4-bromophenyl)ethanol were confirmed to be 10.447 for the S form and 11.031 for the R form, those of (±)-1-(4-chlorophenyl)ethanol 9.936 for the S form and 10.355 for the R form, those of (±)-1-phenylethanol 11.958 for the S form and 13.133 for the R form, those of (±)-1-(2-naphthyl)ethanol 15.693 for the S form and 17.049 for the R form, those of (±)-1-(4-methoxyphenyl)ethanol 9.165 for the S form and 10.781 for the R form, and those of (±)-1-(4-nitrophenyl)ethanol 18.923 for the R form and 19.562 for the S form. In addition, the retention times of 4-bromoacetophenone, 4-chloroacetophenone, 4-methoxyacetophenone and 4-nitroacetophenone that are formed by oxidation of each substrate were similarly confirmed to be 13.122, 10.304, 17.169 and 37.208, respectively.

Quellen und Nachweise

ORD-Eintrag
ord-0746ec2909564f6e9270cd1fd5cc85b5
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06218581B1

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