Boron trifluoride → HCID 20061618、化合物

HRID 1085206ノート

反応式

HRID 1085206 の反応式
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]

参加物

7

反応物 5

HCID 6356Boron trifluorideHCID 5360545SodiumHCID 5462222PotassiumHCID 20061622HCID 20061622、化合物HCID 21225700Diisobutylaluminumhydride

生成物 1

HCID 20061618HCID 20061618、化合物収率 54.4%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

反応条件

温度
-65 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-c0afe71bec8e4feebdce4955868ca675
出典データセット
uspto-grants-1991_04
特許番号
US05008281

反応ノート

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