Water → HCID 178458818, 화합물

HRID 1195458노트

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HRID 1195458 반응식
[OH:1][C:2]1[CH2:7][CH:6]([C:8]2[CH:9]=[C:10]3[C:14](=[CH:15][CH:16]=2)[CH2:13][CH2:12][CH2:11]3)[CH2:5][C:4](=[O:17])[CH:3]=1.O.[C:19](O)(=[O:22])[CH2:20][CH3:21]>C(OC(=O)CC)(=O)CC.FC(S(O)(=O)=O)(F)F>[OH:17][C:4]1[CH2:5][CH:6]([C:8]2[CH:9]=[C:10]3[C:14](=[CH:15][CH:16]=2)[CH2:13][CH2:12][CH2:11]3)[CH2:7][C:2](=[O:1])[C:3]=1[C:19](=[O:22])[CH2:20][CH3:21]

참가 물질

6

반응물 3

HCID 962WaterHCID 1032Propionic AcidHCID 137335195-(2,3-Dihydro-1H-inden-5-yl)-3-hydroxycyclohex-2-en-1-one

생성물 1

HCID 178458818HCID 178458818, 화합물수율 37%

시약·촉매·용매 2

HCID 62406Trifluoromethanesulfonic acid촉매HCID 31263Propionic anhydride용매

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온도
130 °C

실험 절차

3-Hydroxy-5-(5-indanyl)cyclohex-2-en-1-one (4.0 g; 18 mmole) was dissolved in a mixture of propionic acid (4 ml) and propionic anhydride (4 ml) at 130° C. under nitrogen. To the resulting clear solution was added 8 drops of trifluoromethyl sulphonic acid and the mixture was allowed to stir at 130° C. under nitrogen for a further 11/2 hours. The mixture was poured into water (500 ml) and stirred until all the anhydride had reacted (approx 30 min). The resulting solid was filtered off, pressed dry at the pump and then dissolved in dichloromethane and purified by column chromatography over silica gel (eluant dichloromethane) to give 3-hydroxy-5-(5-indanyl)-2-propionylcyclohex-2-en-1-one (1.88 g; 37%), mp 98° C.

후처리

  1. customhad reacted (approx 30 min)
  2. filtrationThe resulting solid was filtered off
  3. custompressed dry at the pump
  4. dissolutiondissolved in dichloromethane
  5. custompurified by column chromatography over silica gel (eluant dichloromethane)

출처 및 근거

ORD 기록
ord-9b1af5332e6e4fd987e7bb34737868b0
출처 데이터셋
uspto-grants-1992_05
특허 번호
US05110989

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