Boron trifluoride → HCID 20061618, 화합물

HRID 1650741노트

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HRID 1650741 반응식
B(F)(F)F.[O:5]=[C:6]1[N:10]([CH2:11][CH:12]=[CH2:13])[C:9]([C:14]([F:17])([F:16])[F:15])=[C:8]([C:18](OCC)=[O:19])[S:7]1.[H-].C([Al+]CC(C)C)C(C)C.[Na].[K]>C1(C)C=CC=CC=1>[OH:19][CH2:18][C:8]1[S:7][C:6](=[O:5])[N:10]([CH2:11][CH:12]=[CH2:13])[C:9]=1[C:14]([F:16])([F:17])[F:15]

참가 물질

7

반응물 5

HCID 6356Boron trifluorideHCID 5360545SodiumHCID 5462222PotassiumHCID 20061622HCID 20061622, 화합물HCID 21225700Diisobutylaluminumhydride

생성물 1

HCID 20061618HCID 20061618, 화합물수율 54.4%

시약·촉매·용매 1

HCID 1140Toluene용매2회

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온도
-65 °C

실험 절차

4.3 ml of boron trifluoride ethereate were introduced at -65° C. into a solution of 8.65 g of the product of Step A in 100 ml of toluene and the mixture was stirred at -65° C. Then, 155 ml of 0.5M solution of diisobutylaluminium hydride in toluene were introduced and the mixture was poured into an iced molar solution of sodium and potassium double tartrate followed by stirring for 2 hours. After decanting and extraction with ethyl acetate, the extracts were washed with water and with a saturated solution of sodium chloride, dried, filtered and concentrated. The residue was chromatographed on silica and elution with a hexane-ethyl acetate mixture (7-3) yielded 4 g of the expected product with a Rf=0.25.

후처리

  1. stirringby stirring for 2 hours
  2. customAfter decanting
  3. extractionextraction with ethyl acetate
  4. washthe extracts were washed with water and with a saturated solution of sodium chloride
  5. customdried
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe residue was chromatographed on silica and elution with a hexane-ethyl acetate mixture (7-3)

출처 및 근거

ORD 기록
ord-53c53f8109994071b7d667afb21db3b5
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04925862

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