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Hydrochloric Acid → Diethyl 2-(2,6-difluorophenyl)malonate

HRID 1348555
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HRID 1348555 반응식
[H-].[Na+].[C:3]([O:9][CH2:10][CH3:11])(=[O:8])[CH2:4][C:5]([O-:7])=[O:6].Br[C:13]1[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:14]=1[F:20].Cl.CO[C:24](C)(C)[CH3:25]>O.O1CCOCC1>[F:20][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]([F:19])[C:13]=1[CH:4]([C:5]([O:7][CH2:24][CH3:25])=[O:6])[C:3]([O:9][CH2:10][CH3:11])=[O:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 15413tert-Butyl methyl etherHCID 24758Sodium hydrideHCID 1235571-Bromo-2,6-difluorobenzeneHCID 3595298Propanedioic acid, monoethyl ester

생성물 1

HCID 2782019Diethyl 2-(2,6-difluorophenyl)malonate

시약·촉매·용매 2

HCID 962
Water
용매
HCID 312751,4-Dioxane용매

실험 절차

Into a mixture of 8.00 g of sodium hydride (60% in oil) and 100 ml of 1,4-dioxane, 32.0 g of ethyl malonate were added dropwise at 60° C. , further 14.6 g of cuprous bromide and 19.3 g of 1-bromo-2,6-difluorobenzene were added subsequently, and then refluxed for 16 hours under heating. To the reaction mixture, conc. hydrochloric acid was added under ice-cooling, and then tert-butyl methyl ether and water were added. The separated organic layer was washed with dil. hydrochloric acid and water subsequently, dried over sodium sulfate and concentrated. The residue was distilled under reduced pressure to give 16.5 g of diethyl (2,6-difluorophenyl)malonate. b.p. 107–109° C. (0.14 mmHg)

후처리

  1. additionwere added dropwise at 60° C.
  2. temperaturerefluxed for 16 hours
  3. temperatureunder heating
  4. temperaturecooling
  5. washThe separated organic layer was washed with dil. hydrochloric acid and water subsequently
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated
  8. distillationThe residue was distilled under reduced pressure

출처 및 근거

ORD 기록
ord-ac2f3bdbb4f14c87a2c1e4b306737d82
출처 데이터셋
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07211545B2

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