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Tetrahydrofuran → 4-Amino-2-benzoyl-2'-methoxymethoxy-6'-methoxy-biphenyl

HRID 1358115
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HRID 1358115 반응식
CON(C)[C:4]([C:6]1[C:7]([C:13]2[C:18]([O:19][CH3:20])=[CH:17][CH:16]=[CH:15][C:14]=2[O:21][CH2:22]OC)=[CH:8][CH:9]=[C:10]([NH2:12])[CH:11]=1)=[O:5].[C:26]1([Li])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C1C[O:36][CH2:35]C1>>[NH2:12][C:10]1[CH:9]=[CH:8][C:7]([C:13]2[C:18]([O:19][CH3:20])=[CH:17][CH:16]=[CH:15][C:14]=2[O:21][CH2:22][O:36][CH3:35])=[C:6]([C:4](=[O:5])[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:11]=1
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참가 물질

4

반응물 3

HCID 8028TetrahydrofuranHCID 18189391n-Methoxy-n-methyl-4-amino-2'-methoxymethoxy-6'methoxy-biphenyl-2-carboxamideHCID 178506676HCID 178506676, 화합물

생성물 1

HCID 181885574-Amino-2-benzoyl-2'-methoxymethoxy-6'-methoxy-biphenyl수율 85%

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온도
-5 °C

실험 절차

A solution of Example 5C (5.44 g., 15.72 mmole) in THF (70 mL) and cooled to −5° C. was treated with of 1.8M phenyllithium in ether-cyclohexane (52.4 mL, 94.33 mmol). The mixture was stirred at −5° C. for 1 hour, cooled to −78° and a solution of aqueous KHCO3 was added rapidly. The mixture was extracted with ether, which was combined, dried (Na2SO4), filtered, concentrated under reduced pressure and purified on silica gel eluting with 8% ethyl acetate in CH2Cl2 to provide the titled compound (4.84 g, 85% yield).

후처리

  1. temperaturecooled to −78°
  2. extractionThe mixture was extracted with ether, which
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. custompurified on silica gel eluting with 8% ethyl acetate in CH2Cl2

출처 및 근거

ORD 기록
ord-0879ccf71e0c4ecc8e3bbbe7d4d4507b
출처 데이터셋
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06593480B2

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