Aluminium lithium hydride → 1,3-Bis-(hydroxymethyl)ferrocene

HRID 1072268노트

반응식

HRID 1072268 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].C([O:9][C:10]([C-:12]1[CH:16]=[CH:15][C:14]([CH:17]=[O:18])=[CH:13]1)=O)C.[CH-:19]1[CH:23]=[CH:22][CH:21]=[CH:20]1.[Fe+2:24]>CCOCC>[OH:9][CH2:10][C-:12]1[CH:16]=[CH:15][C:14]([CH2:17][OH:18])=[CH:13]1.[CH-:19]1[CH:23]=[CH:22][CH:21]=[CH:20]1.[Fe+2:24]

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 178468928HCID 178468928, 화합물

생성물 1

HCID 1296777371,3-Bis-(hydroxymethyl)ferrocene수율 77.5%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

To a stirring suspension of 60 mg (15.7 mmol) of lithium aluminum hydride in 30 ml of ether was added dropwise to a solution of 150 mg (0.56 mmol) of 1-ethoxycarbonyl-3-formylferrocene in ether (30 ml). Stirring was continued for 4.5 hours at room temperature. The mixture was then quenched with saturated aqueous solution of NH4Cl, and 30 ml of ether was added to the resulting solution. After separation of the organic and aqueous layers, the latter was extracted twice with ether and the combined organic solutions were then washed with water and dried over Na2SO4. Evaporation of the solvent yielded 100 mg (77.5%) of yellow crystals. Selected NMR data 1H (acetone-d6, 22° C.): δ4.11 (s, 5H,C5H5), 4.13 (d, 2H, 4.5-H), 4.25 (t,1H, 2-H), 429 (s, 4H, CH2)

후처리

  1. customThe mixture was then quenched with saturated aqueous solution of NH4Cl, and 30 ml of ether
  2. additionwas added to the resulting solution
  3. customAfter separation of the organic and aqueous layers
  4. extractionthe latter was extracted twice with ether
  5. washthe combined organic solutions were then washed with water
  6. dry with materialdried over Na2SO4
  7. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-502c1747108e4e97b0c311681aa5d85d
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06909009B2

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