Boron trifluoride → HCID 131728665、化合物

HRID 1363372ノート

反応式

HRID 1363372 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][C@@H:5]([C:8]2[C:13]([O:14][CH3:15])=[CH:12][C:11]([O:16][CH3:17])=[CH:10][C:9]=2[O:18]C)[C@H:4]([OH:20])[CH2:3]1.[C:21](OC(=O)C)(=[O:23])[CH3:22].B(F)(F)F.C([O-])([O-])=O.[Na+].[Na+].[OH-].[Na+]>C(O)(=O)C>[OH:18][C:9]1[C:8]([C@@H:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][C@H:4]2[OH:20])=[C:13]([O:14][CH3:15])[CH:12]=[C:11]([O:16][CH3:17])[C:10]=1[C:21](=[O:23])[CH3:22]

参加物

7

反応物 5

HCID 6356Boron trifluorideHCID 7918Acetic AnhydrideHCID 10340Sodium Carbonate2 回HCID 14798Sodium HydroxideHCID 68880556HCID 68880556、化合物

生成物 1

HCID 131728665HCID 131728665、化合物

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Compound of example 2 (15 g, 53.4 mmol) was reacted with acetic anhydride (27.2 g, 269 mmol) in the presence of BF3-etherate (37.9 g, 267 mmol) at 25° C. The reaction mixture was poured over crushed ice, made basic using saturated Na2CO3 solution. It was extracted using CHCl3 (3×200 mL). The organic extract was washed with water, dried (anhydrous Na2SO4), and concentrated. The solid obtained was treated with 5% aqueous NaOH (85 mL) at 55-60° C. for 1 h. It was diluted with ice water (100 mL), acidified with acetic acid (pH 5), and further basified using aqueous Na2CO3 (pH 9). Filtration afforded the compound which was washed with water and dried to get the title compound.

後処理

  1. additionThe reaction mixture was poured
  2. customover crushed ice
  3. extractionIt was extracted
  4. extractionThe organic extract
  5. washwas washed with water
  6. dry with materialdried (anhydrous Na2SO4)
  7. concentrationconcentrated
  8. customThe solid obtained
  9. filtrationFiltration
  10. customafforded the compound which
  11. washwas washed with water
  12. customdried

出典と根拠

ORDレコード
ord-1c8cb71d48cf4263ac0dbcc07e56d7ce
出典データセット
uspto-grants-2011_02
特許番号
US07884127B2

反応ノート

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