Dimethyl Sulfate → Methyltrifluoromethylmalonyl fluoride

HRID 1657955

반응식

HRID 1657955 반응식
[C:1]([CH:5]([C:9]([F:11])=[O:10])[C:6]([F:8])=[O:7])([F:4])([F:3])[F:2].[CH2:12](N(CC)CC)C.S(OC)(OC)(=O)=O>CCOCC>[CH3:12][C:5]([C:1]([F:4])([F:3])[F:2])([C:6]([F:8])=[O:7])[C:9]([F:11])=[O:10]

참가 물질

5

반응물 3

HCID 6497Dimethyl SulfateHCID 8471TriethylamineHCID 12951306Trifluoromethylmalonyl fluoride

생성물 1

HCID 21532246Methyltrifluoromethylmalonyl fluoride수율 49%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

A solution of 17.6 g (0.10 mol) of CF3CH(COF)2 in 25 ml of ether was cooled at 0°C and stirred while 9.2 g (0.10 mol) of triethylamine was added dropwise in 15 minutes. Then 25.2 g (0.20 mol) of dimethyl sulfate was added all at once, and the mixture was allowed to stand at 25°C for 3 hours. Distillation gave 9.3 g (49%) of methyltrifluoromethylmalonyl fluoride, bp 62°-65°C. Redistillation gave an analytical sample, bp 64°-65.5°C; ir and nmr spectra were taken on a similarly prepared sample; ir (CCl4): 5.37 (COF) and 7.5-8.5 μ (CF); nmr (CCl4): 1H at 1.92 ppm (broadened singlet, CH3); 19F at 37.8 (quartet, JFF = 10 Hz into quartets, JHF = 1 Hz, 2, (COF) and -71.1 ppm (triplet, JFF = 10 Hz, into quartets, JHF = 0.8 Hz, 3, CF3).

후처리

  1. additionwas added dropwise in 15 minutes
  2. distillationDistillation

출처 및 근거

ORD 기록
ord-bf57437f61a94d91ba58aef4365568ba
출처 데이터셋
uspto-grants-1976_06
특허 번호
US03962325

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