4,6,4',6'-Tetramethoxy-biphenyl-2,2'-dicarboxylic acid dimethyl ester → (6'-Hydroxymethyl-4,6,2',4'-tetramethoxy-biphenyl-2-yl)-methanol

HRID 79945노트

반응식

HRID 79945 반응식
C[O:2][C:3]([C:5]1[C:6]([C:15]2[C:16]([C:25](OC)=[O:26])=[CH:17][C:18]([O:23][CH3:24])=[CH:19][C:20]=2[O:21][CH3:22])=[C:7]([O:13][CH3:14])[CH:8]=[C:9]([O:11][CH3:12])[CH:10]=1)=O.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[OH:2][CH2:3][C:5]1[C:6]([C:15]2[C:20]([O:21][CH3:22])=[CH:19][C:18]([O:23][CH3:24])=[CH:17][C:16]=2[CH2:25][OH:26])=[C:7]([O:13][CH3:14])[CH:8]=[C:9]([O:11][CH3:12])[CH:10]=1

참가 물질

4

반응물 2

HCID 120747334,6,4',6'-Tetramethoxy-biphenyl-2,2'-dicarboxylic acid dimethyl esterHCID 21226445Aluminium lithium hydride

생성물 1

HCID 10958571(6'-Hydroxymethyl-4,6,2',4'-tetramethoxy-biphenyl-2-yl)-methanol수율 79.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

4,6,4′,6′-tetramethoxy-biphenyl-2,2′-dicarboxylic acid dimethyl ester (2.5 g) was dissolved in THF (96 mL), and 1M LiAlH4 in THF (9.6 mL) was added . After stirring at room temperature for overnight, the mixture was quenched with water and 2N HCl (24 mL) was added. The mixture was evaporated under vacuum and partitioned with DCM (300 mL) and water (200 mL). The organic layer was dried over Na2SO4 and crystallized with DCM to provide (6′-hydroxymethyl-4,6,2′,4′-tetramethoxy-biphenyl-2-yl)-methanol (1.7 g, 77%) as a pale blue white triclinic crystals.

후처리

  1. customthe mixture was quenched with water and 2N HCl (24 mL)
  2. additionwas added
  3. customThe mixture was evaporated under vacuum
  4. custompartitioned with DCM (300 mL) and water (200 mL)
  5. dry with materialThe organic layer was dried over Na2SO4
  6. customcrystallized with DCM

출처 및 근거

ORD 기록
ord-c4abd7ab52a447e9b0b10110a24a1a08
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841278B2

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