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Hydrochloric Acid → Diethyl 2-(4-chlorobutyl)malonate

HRID 857195
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HRID 857195 반응식
[H-].[Na+].[C:3]([O:11][CH2:12][CH3:13])(=[O:10])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].Br[CH2:15][CH2:16][CH2:17][CH2:18][Cl:19].Cl>O1CCCC1>[Cl:19][CH2:18][CH2:17][CH2:16][CH2:15][CH:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[C:3]([O:11][CH2:12][CH3:13])=[O:10]
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 7761Diethyl MalonateHCID 24758Sodium hydrideHCID 813641-Bromo-4-chlorobutane

생성물 1

HCID 53401795Diethyl 2-(4-chlorobutyl)malonate수율 32%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To 458 ml of dry tetrahydrofuran (THF) was added 13.4 g of 60% sodium hydride, and 160.6 g of diethyl malonate was added dropwise with stirring under ice-cooling. After addition, stirring was continued for 15 minutes, and 57.3 g of 1-bromo-4-chlorobutane was added. The mixture was stirred for 50 hours at room temperature. The reaction solution was poured into ice-cold water, neutralized with dilute hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and concentrated. The residue was distilled under reduced pressure to provide 26.8 g of the objective compound as colorless oil.

후처리

  1. additionwas added dropwise
  2. temperaturecooling
  3. additionAfter addition
  4. stirringstirring
  5. stirringThe mixture was stirred for 50 hours at room temperature
  6. additionThe reaction solution was poured into ice-cold water
  7. extractionextracted with ethyl acetate
  8. washThe organic layer was washed with brine
  9. dry with materialdried over anhydrous magnesium sulfate
  10. concentrationconcentrated
  11. distillationThe residue was distilled under reduced pressure

출처 및 근거

ORD 기록
ord-bec06e7196964417ad8ae549d5574767
출처 데이터셋
uspto-grants-2006_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07144906B2

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