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Triethylamine → Benzyl (3,4,5-trifluorophenyl)acetate

HRID 546683
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HRID 546683 반응식
C(N(CC)CC)C.Cl[C:9]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:10].[F:19][C:20]1[CH:21]=[C:22]([CH2:28]C(O)=O)[CH:23]=[C:24]([F:27])[C:25]=1[F:26].O.C(=O)(O)[O-].[Na+]>C(Cl)Cl.CN(C1C=CN=CC=1)C.C(OCC)(=O)C>[F:19][C:20]1[CH:21]=[C:22]([CH2:28][C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[CH:23]=[C:24]([F:27])[C:25]=1[F:26]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 27779523,4,5-Trifluorophenylacetic acidHCID 86585896Sodium bicarbonate water

생성물 1

HCID 86628508Benzyl (3,4,5-trifluorophenyl)acetate

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매
HCID 6344
Dichloromethane
용매
HCID 8857Ethyl Acetate용매

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온도
0 °C

실험 절차

Triethylamine (0.808 mL) and benzyl chloroformate (0.752 mL) were sequentially added dropwise to a solution of 3,4,5-trifluorophenylacetic acid (1 g) in methylene chloride (15 mL) at 0° C., and the reaction solution was stirred at 0° C. for five minutes. DMAP (64.4 mg) was added to the reaction solution which was then stirred at 0° C. for 30 minutes. Ethyl acetate and saturated sodium bicarbonate water were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) to obtain 1.43 g of the title compound. The property values of the compound are as follows.

후처리

  1. stirringwas then stirred at 0° C. for 30 minutes
  2. customthe organic layer was separated
  3. washThe resulting organic layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system)

출처 및 근거

ORD 기록
ord-0a109376805a4abd85f233325c4b350b
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07935815B2

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