p-Toluenesulfonic acid → t-Butylphenol 2-Phenyl-2-oxazoline

HRID 53267

反応式

HRID 53267 の反応式
[C:1]1([C:7]2[O:8][CH2:9][CH2:10][N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:12]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[OH:22])([CH3:15])([CH3:14])[CH3:13].CC1C=CC(S(O)(=O)=O)=CC=1>O1CCCC1>[C:12]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[OH:22])([CH3:15])([CH3:13])[CH3:14].[C:1]1([C:7]2[O:8][CH2:9][CH2:10][N:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 69232-Tert-ButylphenolHCID 2440302-Phenyl-2-oxazoline

生成物 1

HCID 86750688t-Butylphenol 2-Phenyl-2-oxazoline

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
170 °C

実験手順

A pure sample of the addition product of t-butylphenol and 2-phenyl-2-oxazoline was obtained for comparative purposes as follows: in a side-armed test tube, 2.94 grams 2-phenyl-2-oxazoline and 3.00 grams t-butyl phenol were combined with 0.08 gram pTSA. The stirred mixture was heated under nitrogen at 170° C. for 16 hours. Pure amide ether addition product [B] was obtained from the reaction mixture by column chromatography on silica gel. The crude reaction mixture was taken up in tetrahydrofuran and introduced onto the column, which was subsequently eluted with 1/1 (v/v) hexane/ethyl acetate. Desired fractions were identified by thin layer chromatography, and the product structure was confirmed by 1H and 13C NMR. The reaction is outlined in Scheme 1. ##STR3##

後処理

  1. customwas obtained from the reaction mixture by column chromatography on silica gel
  2. customThe crude reaction mixture
  3. additionintroduced onto the column, which
  4. washwas subsequently eluted with 1/1 (v/v) hexane/ethyl acetate

出典と根拠

ORDレコード
ord-6b81bcb965514342b8020cef002faef9
出典データセット
uspto-grants-1997_04
特許番号
US05618896

関連ノート

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