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Tetrahydrofuran → 4'-[3,5-Di-tert-butyl-4-hydroxyphenylpropionyloxy]-3,5-di-tert-butyl-2',4-dihydroxybenzophenone

HRID 327910
ノート
印刷プレビュー

反応式

HRID 327910 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([CH:18]=[C:19]([C:22]([CH3:25])([CH3:24])[CH3:23])[C:20]=1[OH:21])[C:8]([C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][C:11]=1[OH:17])=[O:9])([CH3:4])([CH3:3])[CH3:2].[CH2:26](N(CC)CC)C.C([C:37]1[CH:38]=[C:39]([CH2:48][CH2:49][C:50](Cl)=[O:51])[CH:40]=[C:41]([C:44]([CH3:47])([CH3:46])[CH3:45])[C:42]=1[OH:43])(C)(C)C.O1[CH2:57][CH2:56][CH2:55]C1>C1(C)C=CC=CC=1>[C:56]([CH:48]([C:39]1[CH:40]=[C:41]([C:44]([CH3:45])([CH3:46])[CH3:47])[C:42]([OH:43])=[CH:37][CH:38]=1)[CH2:49][C:50]([O:16][C:13]1[CH:14]=[CH:15][C:10]([C:8](=[O:9])[C:7]2[CH:18]=[C:19]([C:22]([CH3:25])([CH3:24])[CH3:23])[C:20]([OH:21])=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:6]=2)=[C:11]([OH:17])[CH:12]=1)=[O:51])([CH3:55])([CH3:57])[CH3:26]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 156069683-(3,5-Di-tert-butyl-4-hydroxyphenyl)propionyl chlorideHCID 197339413,5-Di-tert-butyl-2',4,4'-trihydroxybenzophenone

生成物 1

HCID 867461304'-[3,5-Di-tert-butyl-4-hydroxyphenylpropionyloxy]-3,5-di-tert-butyl-2',4-dihydroxybenzophenone

試薬・触媒・溶媒 1

HCID 1140
Toluene
溶媒
2 回

反応条件

温度
0 °C

実験手順

12.0 g of 3,5-di-tert-butyl-2',4,4'-trihydroxybenzophenone and 3.9 g of triethylamine are dissolved in 20 ml of tetrahydrofuran and 40 ml of toluene. The orange-beige solution is cooled to 0° C. A solution of 11.2 g of 3,5-di-tert-butyl-4-hydroxyphenylpropionyl chloride in 40 ml of toluene is added dropwise at between 0° and 5° C. over the course of 1 hour with vigorous stirring, and the mixture is subsequently stirred at room temperature for 2days. The reaction mixture is poured into 700 ml of ice-water, and the phases are separated. The aqueous phase is extracted with toluene, and the toluene phases are combined, washed, dried and evaporated under reduced pressure. The beige oil is chromatographed on silica gel and recrystallised from petroleum ether (40°-60° C.)/ethyl acetate, giving 21.0 g of 4'-[3,5-di-tert-butyl-4-hydroxyphenylpropionyloxy]-3,5-di-tert-butyl-2',4-dihydroxybenzophenone of melting point 145°-147° C.

後処理

  1. customthe phases are separated
  2. extractionThe aqueous phase is extracted with toluene
  3. washwashed
  4. customdried
  5. customevaporated under reduced pressure
  6. customThe beige oil is chromatographed on silica gel
  7. customrecrystallised from petroleum ether (40°-60° C.)/ethyl acetate

出典と根拠

ORDレコード
ord-9cc666682e934a92b278a7e6a2e10daf
出典データセット
uspto-grants-1993_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05274170

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート