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Sodium hydride → HCID 19362787, 화합물

HRID 2393270
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HRID 2393270 반응식
[H-].[Na+].[CH2:3]([O:10][P:11]([O-:20])[O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH:21]([C:24]1[CH:31]=[C:30]([CH:32]([CH3:34])[CH3:33])[CH:29]=[C:28]([CH:35]([CH3:37])[CH3:36])[C:25]=1[CH2:26]Br)([CH3:23])[CH3:22].P([O-])([O-])[O-]>O1CCCC1>[CH2:13]([O:12][P:11]([CH2:26][C:25]1[C:24]([CH:21]([CH3:23])[CH3:22])=[CH:31][C:30]([CH:32]([CH3:34])[CH3:33])=[CH:29][C:28]=1[CH:35]([CH3:37])[CH3:36])(=[O:20])[O:10][CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 24758Sodium hydride2회HCID 107908Phosphite2회HCID 10590086HCID 10590086, 화합물HCID 21904359Dibenzylphosphite

생성물 1

HCID 19362787HCID 19362787, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Sodium hydride (2.0 g, 50 mmol), was added in portions to dibenzylphosphite (13.0 g, 50 mmol) in tetrahydrofuran (250 mL) at room temperature. When no further reaction was apparent, added 2,4,6-triisopropylbenzyl bromide (14.47 g, 49 mmol) and stirred at room temperature. Stirred overnight at room temperature, added more phosphite anion (11.94 g phosphite, 1.30 g NaH), and stirred over 2 days at room temperature. The reaction mixture was concentrated, the residue was taken up in ethyl acetate, washed with 10% aqueous citric acid solution, brine, dried (magnesium sulfate), filtered, and concentrated to an oil. The oil was chromatographed on silica gel using 4:1 hexanes/ethyl acetate as eluant. The product was obtained as a solid in two portions, 17.47 g, (73%). Analysis calculated for (C30H39O3P).

후처리

  1. customWhen no further reaction
  2. stirringStirred overnight at room temperature
  3. stirringstirred over 2 days at room temperature
  4. concentrationThe reaction mixture was concentrated
  5. washwashed with 10% aqueous citric acid solution, brine
  6. dry with materialdried (magnesium sulfate)
  7. filtrationfiltered
  8. concentrationconcentrated to an oil
  9. customThe oil was chromatographed on silica gel using 4:1 hexanes/ethyl acetate as eluant
  10. customThe product was obtained as a solid in two portions, 17.47 g, (73%)

출처 및 근거

ORD 기록
ord-e5640ff6ee82439f80564ac9fb3e2294
출처 데이터셋
uspto-grants-1998_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05807846

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