p-Toluenesulfonic acid → HCID 59608924、化合物

HRID 1047477ノート

反応式

HRID 1047477 の反応式
[Br:1][CH2:2][CH2:3][C:4]1[C:12]([CH3:13])=[C:11]([CH3:14])[CH:10]=[C:9]2[C:5]=1[CH2:6][CH:7]([CH3:17])[CH:8]2OC.CC1C=CC(S(O)(=O)=O)=CC=1.BrCCC1C(C)=C(C)C=C2C=1C=C(C)C2>C1(C)C=CC=CC=1>[Br:1][CH2:2][CH2:3][C:4]1[C:12]([CH3:13])=[C:11]([CH3:14])[CH:10]=[C:9]2[C:5]=1[CH2:6][C:7]([CH3:17])=[CH:8]2

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 59608871HCID 59608871、化合物HCID 68740994HCID 68740994、化合物

生成物 1

HCID 59608924HCID 59608924、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a hot (110° C.) solution of 6.28 g (21.13 mmol) of 4-(2-bromoethyl)-1-methoxy-2,5,6-trimethylindane in 75 ml of toluene 0.4 g of TsOH*H2O was added. This mixture was refluxed with Dean-Stark trap for 10 min and then passed through the layer of Silica Gel 60 (40-63 um, d 80 mm, l 50 mm). The Silica Gel layer was additionally washed by 300 ml of toluene. The combined organic extract was evaporated to dryness. The product was isolated by flash chromatography using a short column with Silica Gel 60 (40-63 um, d 80 mm, l 50 mm; eluent: hexanes). Yield 5.38 g (96%) of 4-(2-bromoethyl)-2,5,6-trimethyl-1H-indene.

後処理

  1. temperatureThis mixture was refluxed with Dean-Stark trap for 10 min
  2. washThe Silica Gel layer was additionally washed by 300 ml of toluene
  3. extractionThe combined organic extract
  4. customwas evaporated to dryness
  5. customThe product was isolated by flash chromatography

出典と根拠

ORDレコード
ord-13d1ca53d0224456a1698d1951dcc6cc
出典データセット
uspto-grants-2013_10
特許番号
US08569532B2

反応ノート

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