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p-Toluenesulfonic acid → HCID 137331261、化合物

HRID 1587265
ノート
印刷プレビュー

反応式

HRID 1587265 の反応式
OC1C=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([OH:16])=[O:15])=[CH:10][CH:9]=2)=CC=1.[CH2:17]([Si:21](C)(C)CCCO)[CH2:18][CH2:19][CH3:20].[C:28]1([CH3:38])[CH:33]=[CH:32][C:31](S(O)(=O)=O)=[CH:30][CH:29]=1.[C:39]1([CH3:46])C(C)=CC=CC=1.C(OCC)(=[O:49])C>>[CH2:13]([C:12]1[C:20]([CH2:19][CH2:18][CH2:17][SiH3:21])=[C:38]([C:28]2[CH:33]=[CH:32][C:31]([OH:49])=[CH:30][CH:29]=2)[C:39]([CH3:46])=[C:10]([CH3:9])[C:11]=1[C:14]([OH:16])=[O:15])[CH2:8][CH2:5][CH3:6]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 5

HCID 6101p-Toluenesulfonic acidHCID 7237O-Xylene2 回HCID 8857Ethyl AcetateHCID 3015564'-Hydroxy-4-biphenylcarboxylic acidHCID 197575723-[Butyl(dimethyl)silyl]propan-1-ol

生成物 1

HCID 137331261HCID 137331261、化合物収率 47.6%

実験手順

2.27 g (10.6 mM) of 4-hydroxybiphenyl-4'-carboxylic acid, 3.71 g (21.3 mM) of butyldimethyl-3-hydroxypropylsilane, 0.25 g (1.31 mM) of p-toluenesulfonic acid and 30 ml of xylene were mixed and heat-refluxed for 8 hours under stirring. After the reaction, the reaction mixture was cooled, followed by distilling-off of xylene under reduced pressure. The resultant residue was dissolved in ethyl acetate and washed with water, followed by drying with anhydrous magnesium sulfate. The magnesium sulfate in the resultant mixture was filtered off and the filtrate was condensed into a solid under reduced pressure, followed by purification by silica gel column chromatography (eluent: toluene) to obtain 1.87 g of 3-butyldimethyl-silylpropyl 4'-hydroxybiphenyl-4-carboxylic acid (Yield; 47.6 %).

後処理

  1. temperatureheat-refluxed for 8 hours
  2. customAfter the reaction
  3. temperaturethe reaction mixture was cooled
  4. washwashed with water
  5. dry with materialby drying with anhydrous magnesium sulfate
  6. filtrationThe magnesium sulfate in the resultant mixture was filtered off
  7. customcondensed into a solid under reduced pressure
  8. customfollowed by purification by silica gel column chromatography (eluent: toluene)

出典と根拠

ORDレコード
ord-9da45bf192ad4e2e93319a64d3d301a6
出典データセット
uspto-grants-1993_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05217645

反応ノート

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