Dichloromethane → 4-bromo-2-(cyclohexylmethyl)-3,5,6,7-tetrahydro-s-indacen-1(2H)-one

HRID 1427714노트

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HRID 1427714 반응식
[Al+3].[Cl-].[Cl-].[Cl-].ClCCl.[CH:8]1([CH2:14][CH:15]2[CH2:26][C:25]3[C:17](=[CH:18][C:19]4[CH2:20][CH2:21][CH2:22][C:23]=4[CH:24]=3)[C:16]2=[O:27])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.[Br:28]Br>>[CH:8]1([CH2:14][CH:15]2[CH2:26][C:25]3[C:17](=[CH:18][C:19]4[CH2:20][CH2:21][CH2:22][C:23]=4[C:24]=3[Br:28])[C:16]2=[O:27])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1

참가 물질

5

반응물 4

HCID 6344DichloromethaneHCID 24408BromineHCID 6451240Aluminum(III) ChlorideHCID 666155982-(Cyclohexylmethyl)-3,5,6,7-tetrahydro-s-indacen-1(2H)-one

생성물 1

HCID 666157014-bromo-2-(cyclohexylmethyl)-3,5,6,7-tetrahydro-s-indacen-1(2H)-one

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온도
0 °C

실험 절차

To a mixture of 40.9 g (0.305 mol) of AlCl3 in 180 ml of dichloromethane 32.7 g (0.122 mol) of 2-(cyclohexylmethyl)-3,5,6,7-tetrahydro-s-indacen-1(2H)-one was added. To this mixture cooled to 0° C. 21.5 g (0.134 mol) of bromine was added dropwise by vigorous stirring for 45 min at 0-5° C. The resulting mixture was stirred for 12 h at ambient temperature and then poured on 1000 cm3 of ice. The organic layer was separated, and the aqueous layer was extracted with 3×200 ml of dichloromethane. The combined organic extract was dried over Na2SO4 and then evaporated to dryness. This product was further used without an additional purification. Yield 39.5 g (93%).

후처리

  1. additionwas added
  2. stirringThe resulting mixture was stirred for 12 h at ambient temperature
  3. customThe organic layer was separated
  4. extractionthe aqueous layer was extracted with 3×200 ml of dichloromethane
  5. extractionThe combined organic extract
  6. dry with materialwas dried over Na2SO4
  7. customevaporated to dryness
  8. customThis product was further used without an additional purification

출처 및 근거

ORD 기록
ord-5050b9e5596e4ab391e71e6e7921735b
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933256B2

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