Triethylamine → HCID 22104505、化合物

HRID 1457319ノート

反応式

HRID 1457319 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[CH3:12])[C:8](=[O:13])[CH:7]([CH2:14][C:15]([OH:17])=O)[CH2:6][CH2:5]2.[NH:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.C(N(CC)CC)C>ClCCl>[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[CH3:12])[C:8](=[O:13])[CH:7]([CH2:14][C:15]([N:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1)=[O:17])[CH2:6][CH2:5]2

参加物

6

反応物 4

HCID 8471TriethylamineHCID 31268PyrrolidineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 22104522HCID 22104522、化合物

生成物 1

HCID 22104505HCID 22104505、化合物収率 96.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 1,2,3,4-tetrahydro-6,7-dimethyl-1-oxo-2-naphthalene-acetic acid (8.0 g), pyrrolidine (3.8 g) and benzotriazol-1-yloxy-tris(dimethyl-amino) phosphonium hexafluorophosphate (BOP Reagent,16.7 g) in dichloro-methane (80 ml) was added dropwise triethylamine (3.8 g) at 25° C., and the mixture was stirred for three hours. The mixture was concentrated under reduced pressure to remove the solvent, and to the residue were added water and toluene, and the insoluble materials were removed by filtration. The toluene layer was collected, washed successively with 1N aqueous sodium hydroxide solution, water and a saturated aqueous sodium chloride solution, an dried over anhydrous sodium sulfate. The resultant was concentrated under reduced pressure to remove the solvent, and the residue was purified by silica gel column chromatography (eluent; toluene-ethyl acetate=10:1), and the fractions containing the desired compound were combined, and concentrated under reduced pressure to give the desired compound (9.5 g) as an oily product.

後処理

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customto remove the solvent
  3. additionto the residue were added water and toluene
  4. customthe insoluble materials were removed by filtration
  5. customThe toluene layer was collected
  6. washwashed successively with 1N aqueous sodium hydroxide solution, water
  7. dry with materiala saturated aqueous sodium chloride solution, an dried over anhydrous sodium sulfate
  8. concentrationThe resultant was concentrated under reduced pressure
  9. customto remove the solvent
  10. customthe residue was purified by silica gel column chromatography (eluent; toluene-ethyl acetate=10:1)
  11. additionthe fractions containing the desired compound
  12. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-05e4b7a176d640db91d6eca7da407622
出典データセット
uspto-grants-1998_12
特許番号
US05847159

反応ノート

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