Trimethylphosphine → HCID 59635958、化合物

HRID 563904ノート

反応式

HRID 563904 の反応式
[N:1]([C@H:4]1[C@:14]2([CH3:16])[O:15][C@@:6]3([C@H:17]4[C@H:10]([N:11]([C:19]5[CH:26]=[CH:25][C:22]([C:23]#[N:24])=[C:21]([C:27]([F:30])([F:29])[F:28])[CH:20]=5)[C:12](=[O:18])[C@@H:13]24)[O:9][CH2:8][CH2:7]3)[CH2:5]1)=[N+]=[N-].P(C)(C)C>C1COCC1>[NH2:1][C@H:4]1[C@:14]2([CH3:16])[O:15][C@@:6]3([C@H:17]4[C@H:10]([N:11]([C:19]5[CH:26]=[CH:25][C:22]([C:23]#[N:24])=[C:21]([C:27]([F:28])([F:29])[F:30])[CH:20]=5)[C:12](=[O:18])[C@@H:13]24)[O:9][CH2:8][CH2:7]3)[CH2:5]1

参加物

4

反応物 2

HCID 68983TrimethylphosphineHCID 59635864HCID 59635864、化合物

生成物 1

HCID 59635958HCID 59635958、化合物収率 90.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To Example 12 (10.3 g, 0.0246 mol) in THF (50 mL) cooled in a water bath was added PMe3 (49 mL, 1M in THF). The mixture was stirred for 10 min then the solvent was removed in vacuo. The residue was dissolved in MeOH (30 mL) and 50% NaOH (0.7 mL, aq) was added. The mixture was stirred for 30 min and then concentrated in vacuo. To the residue was added water and brine and then extracted twice with EtOAc. The organic layer was dried over MgSO4, filtered and concentrated in vacuo. The resulting solid was triturated with EtOAc/hexane (100 mL, 1:1) and filtered with EtOAc/hexane rinse, then dried to afford 8.8 g of Example 13.

後処理

  1. customthe solvent was removed in vacuo
  2. dissolutionThe residue was dissolved in MeOH (30 mL)
  3. addition50% NaOH (0.7 mL, aq) was added
  4. stirringThe mixture was stirred for 30 min
  5. concentrationconcentrated in vacuo
  6. additionTo the residue was added water and brine
  7. extractionextracted twice with EtOAc
  8. dry with materialThe organic layer was dried over MgSO4
  9. filtrationfiltered
  10. concentrationconcentrated in vacuo
  11. customThe resulting solid was triturated with EtOAc/hexane (100 mL, 1:1)
  12. filtrationfiltered with EtOAc/hexane
  13. washrinse
  14. customdried

出典と根拠

ORDレコード
ord-43bb986dda1a4fb2a3b6f6b824a388e5
出典データセット
uspto-grants-2011_11
特許番号
US08067582B2

反応ノート

読み込み中…