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

HRID 53267

반응식

HRID 53267 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
170 °C

실험 절차

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##

후처리

  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

출처 및 근거

ORD 기록
ord-6b81bcb965514342b8020cef002faef9
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05618896

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