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

HRID 918148노트

반응식

HRID 918148 반응식
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]

참가 물질

6

반응물 4

HCID 8028Tetrahydrofuran2회HCID 12958Dimethyl methylphosphonateHCID 3024116Ethyl dimethylhexanoateHCID 178418339Butyllithium

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9e331fbc28c7452185a2a0b9e4653ace
출처 데이터셋
uspto-grants-1976_07
특허 번호
US03969396

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