Tetrahydrofuran → Dimethyl (3,3-dimethyl-2-oxoheptyl)phosphonate

HRID 918148ノート

反応式

HRID 918148 の反応式
C([Li])CCC.[CH3:6][P:7](=[O:12])([O:10][CH3:11])[O:8][CH3:9].C1COCC1.[CH3:18][C:19]([CH3:29])([CH2:25][CH2:26][CH2:27][CH3:28])[C:20](OCC)=[O:21]>C(O)(=O)C>[O:21]=[C:20]([C:19]([CH3:29])([CH3:18])[CH2:25][CH2:26][CH2:27][CH3:28])[CH2:6][P:7](=[O:12])([O:10][CH3:11])[O:8][CH3:9]

参加物

6

反応物 4

HCID 8028Tetrahydrofuran2 回HCID 12958Dimethyl methylphosphonateHCID 3024116Ethyl dimethylhexanoateHCID 178418339Butyllithium

生成物 1

HCID 13018035Dimethyl (3,3-dimethyl-2-oxoheptyl)phosphonate

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

n-Butyllithium (400 ml.) is added slowly to a solution of dimethyl methylphosphonate (73.7 g.) in 1.3 l. of THF at about -66° C. To the mixture is added a solution of ethyl 2,2-dimethylhexanoate (53 g.) in 150 ml. of THF, and the resulting mixture is stirred at -70° C. for 2 hrs. Then, 46 ml. of acetic acid is added, and the mixture is concentrated under reduced pressure. The residue is mixed with portions of dichloromethane (about 1.2 l.) and water (about 150 ml.), shaken, and separated. The organic phase is dried over magnesium sulfate and concentrated. Distillation yields the title compound, 41.6 g., b.p. 117°-120° C./1 mm.

後処理

  1. customat about -66° C
  2. concentrationthe mixture is concentrated under reduced pressure
  3. additionThe residue is mixed with portions of dichloromethane (about 1.2 l.) and water (about 150 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-9e331fbc28c7452185a2a0b9e4653ace
出典データセット
uspto-grants-1976_07
特許番号
US03969396

反応ノート

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