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Potassium Phosphate, Tribasic → Methyl 3-benzyloxy-5-phenylbenzoate

HRID 1096948
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HRID 1096948 반응식
[C:1]1(B(O)O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].[CH2:18]([O:25][C:26]1[CH:27]=[C:28]([CH:33]=[C:34](OS(C(F)(F)F)(=O)=O)[CH:35]=1)[C:29]([O:31][CH3:32])=[O:30])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.COCCOC>[CH2:18]([O:25][C:26]1[CH:27]=[C:28]([C:29]([O:31][CH3:32])=[O:30])[CH:33]=[C:34]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:35]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 62657Potassium Phosphate, TribasicHCID 66827Phenylboronic AcidHCID 18945283Methyl 3-benzyloxy-5-(trifluoromethanesulfonyloxy)benzoate

생성물 1

HCID 18945315Methyl 3-benzyloxy-5-phenylbenzoate

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매
HCID 8071
1,2-Dimethoxyethane
용매

반응 조건

온도
85 °C

실험 절차

Phenylboronic acid (1.2 g), Pd(PPh3)4 (364 mg) and potassium phosphate (4 g) were added in that order to a DME (60 mL) solution of methyl 3-benzyloxy-5-{[(trifluoromethyl)sulfonyl]-oxy}benzoate (2.5 g), and stirred at 85° C. for 7 hours. The reaction liquid was filtered through Celite, concentrated under reduced pressure, and the residue was diluted with ethyl acetate, water was added to it, and extracted with ethyl acetate. The organic layer was washed with water and saturated saline water, dried with anhydrous sodium sulfate, filtered, and the solvent was evaporated away. The residue was purified through silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound as a colorless oil.

후처리

  1. customThe reaction liquid
  2. filtrationwas filtered through Celite
  3. concentrationconcentrated under reduced pressure
  4. additionthe residue was diluted with ethyl acetate, water
  5. additionwas added to it
  6. extractionextracted with ethyl acetate
  7. washThe organic layer was washed with water and saturated saline water
  8. dry with materialdried with anhydrous sodium sulfate
  9. filtrationfiltered
  10. customthe solvent was evaporated away
  11. customThe residue was purified through silica gel column chromatography (hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-efe18fbcd3814819bf60a783ea75708d
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08138197B2

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