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

HRID 1348555
ノート
印刷プレビュー

反応式

HRID 1348555 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 312751,4-Dioxane溶媒

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-ac2f3bdbb4f14c87a2c1e4b306737d82
出典データセット
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07211545B2

反応ノート

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