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

HRID 866690노트

반응식

HRID 866690 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-64e77ad5676642c1bbc6fca8775f8f9b
출처 데이터셋
uspto-grants-1978_07
특허 번호
US04100355

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