Methane → 2-Indanol

HRID 1646605

反応式

HRID 1646605 の反応式
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]

参加物

8

反応物 4

HCID 297MethaneHCID 10340Sodium Carbonate2 回HCID 145152994-bromo-2,3-dihydro-1H-inden-2-olHCID 178527019HCID 178527019、化合物2 回

生成物 1

HCID 779362-Indanol

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1a541a954e824e3286d90f0573393aae
出典データセット
uspto-grants-1993_01
特許番号
US05180741

関連ノート

読み込み中…