p-Toluenesulfonic acid → HCID 59608924, 화합물

HRID 1047477노트

반응식

HRID 1047477 반응식
[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

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 59608871HCID 59608871, 화합물HCID 68740994HCID 68740994, 화합물

생성물 1

HCID 59608924HCID 59608924, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-13d1ca53d0224456a1698d1951dcc6cc
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569532B2

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