Water → Ethyl 5-(hydroxy(phenyl)methyl)-4'-methylbiphenyl-3-carboxylate

HRID 1845258노트

반응식

HRID 1845258 반응식
[C:1]1([Mg]Br)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:9]([C:11]1[CH:12]=[C:13]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH:14]=[C:15]([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=2)[CH:16]=1)=[O:10].O>O1CCCC1>[OH:10][CH:9]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[C:11]1[CH:12]=[C:13]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH:14]=[C:15]([C:17]2[CH:18]=[CH:19][C:20]([CH3:23])=[CH:21][CH:22]=2)[CH:16]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 58188063Ethyl 5-formyl-4'-methylbiphenyl-3-carboxylateHCID 178418255HCID 178418255, 화합물

생성물 1

HCID 58188027Ethyl 5-(hydroxy(phenyl)methyl)-4'-methylbiphenyl-3-carboxylate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Phenylmagnesium bromide (850 mg, 4.7 mmol) was added to a solution of ethyl 5-formyl-4′-methylbiphenyl-3-carboxylate (360 mg, 1.3 mmol) in tetrahydrofuran (8 mL) at 0° C. The reaction mixture was stirred at room temperature for 3 h, and then water (10 mL) was added. The mixture was extracted with EtOAc (20 mL×2). The combined organic layers were dried over anhydrous MgSO4 and concentrated. The residue was purified by silica gel column chromatography to afford the title compound.

후처리

  1. extractionThe mixture was extracted with EtOAc (20 mL×2)
  2. dry with materialThe combined organic layers were dried over anhydrous MgSO4
  3. concentrationconcentrated
  4. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-0503f22ad9bb48d7bc8db8ce8dadf627
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946439B2

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