Methane → 2-Indanol

HRID 1646605

반응식

HRID 1646605 반응식
Br[C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH:5]([OH:11])[CH2:6]2.C(=O)([O-])[O-].[Na+].[Na+].C.[PH2]([O-])=O.[Na+]>O.[Pd].O1CCCC1>[CH2:4]1[C:3]2[C:7](=[CH:8][CH:9]=[CH:10][CH:2]=2)[CH2:6][CH:5]1[OH:11]

참가 물질

8

반응물 4

HCID 297MethaneHCID 10340Sodium Carbonate2회HCID 145152994-bromo-2,3-dihydro-1H-inden-2-olHCID 178527019HCID 178527019, 화합물2회

생성물 1

HCID 779362-Indanol

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

3.0 g of 4-bromo-2-indanol (RS), 60 ml of tetrahydrofuran, 1.6 g of anhydrous sodium carbonate and 0.28 g of palladium at 10% on active charcoal are agitated for 5 minutes. A solution of 1.36 g of sodium hypophosphite in 8 ml of water is introduced over 10 minutes and the whole is taken to 50° C. for 2 hours. 1.60 g of sodium carbonate is added, then at 50° C. 1.36 g of sodium hypophosphite in 8 ml of water is added drop by drop. The mixture is heated for 3 hours, and after cooling it is filtered. The filtrate is rinsed with isopropyl ether, with methanol, and concentrated to dryness under reduced pressure. The residue is taken up in 150 ml of isopropyl ether and 150 ml of water. After decanting, extraction is carried out with isopropyl ether; the extracts are dried and brought to dryness under reduced pressure. The residue is chromatographed on silica in a hexane-ethyl acetate mixture (7-3) and 1.6 g is obtained, M.p.=69° C.

후처리

  1. customat 50° C
  2. temperatureThe mixture is heated for 3 hours
  3. temperatureafter cooling it
  4. filtrationis filtered
  5. washThe filtrate is rinsed with isopropyl ether, with methanol
  6. concentrationconcentrated to dryness under reduced pressure
  7. customAfter decanting
  8. extractionextraction
  9. customthe extracts are dried
  10. customThe residue is chromatographed on silica in a hexane-ethyl acetate mixture (7-3)
  11. custom1.6 g is obtained

출처 및 근거

ORD 기록
ord-1a541a954e824e3286d90f0573393aae
출처 데이터셋
uspto-grants-1993_01
특허 번호
US05180741

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