Ethyl Heptanoate → Dimethyl (2-oxooctyl)phosphonate

HRID 66242ノート

反応式

HRID 66242 の反応式
[CH3:1][P:2](=[O:7])([O:5][CH3:6])[O:3][CH3:4].O1CCCC1.[C:13](OCC)(=[O:20])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]>C(O)(=O)C>[O:20]=[C:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH2:1][P:2](=[O:7])([O:5][CH3:6])[O:3][CH3:4]

参加物

5

反応物 3

HCID 7797Ethyl HeptanoateHCID 8028Tetrahydrofuran2 回HCID 12958Dimethyl methylphosphonate

生成物 1

HCID 13390134Dimethyl (2-oxooctyl)phosphonate

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

n-Butyllithiium (130 ml. of 1.6 M. solution) is slowly added to a solution of dimethyl methylphosphonate (25.6 g.) in 475 ml. of tetrahydrofuran (THF) at about -65° C. To the mixture is added a solution of ethyl heptanoate (18.4 g.) in 50 ml. of THF, annd the resulting mixture is stirred at about -70° C. for 2 hrs. Then, 16 ml. of acetic acid is added, and the mixture is concentrated under reduced pressure. The residue is mixed with dichloromethane (about 400 ml.) and water (about 50 ml.) shaken, and separated. The organic phase is dried over magnesium sulfate and concentrated. Distillation yields the title compound.

後処理

  1. customat about -65° C
  2. concentrationthe mixture is concentrated under reduced pressure
  3. additionThe residue is mixed with dichloromethane (about 400 ml.) and water (about 50 ml.)
  4. customseparated
  5. dry with materialThe organic phase is dried over magnesium sulfate
  6. concentrationconcentrated
  7. distillationDistillation

出典と根拠

ORDレコード
ord-c2faf03a3fe7473386599f958ca774fd
出典データセット
uspto-grants-1978_12
特許番号
US04130721

反応ノート

読み込み中…