Lithium Hydroxide → 4-(Biphenyl-4-yloxymethyl)-5-methyl-furan-2-carboxylic acid

HRID 490338ノート

反応式

HRID 490338 の反応式
[OH-].[Li+].C[O:4][C:5]([C:7]1[O:8][C:9]([CH3:26])=[C:10]([CH2:12][O:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:16][CH:15]=2)[CH:11]=1)=[O:6]>O1CCCC1.CO>[C:17]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:16]=[CH:15][C:14]([O:13][CH2:12][C:10]2[CH:11]=[C:7]([C:5]([OH:6])=[O:4])[O:8][C:9]=2[CH3:26])=[CH:19][CH:18]=1

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 588241734-(Biphenyl-4-yloxymethyl)-5-methyl-furan-2-carboxylic acid methyl ester

生成物 1

HCID 7868594-(Biphenyl-4-yloxymethyl)-5-methyl-furan-2-carboxylic acid収率 22%

試薬・触媒・溶媒 1

HCID 21899815MeOH tetrahydrofuran溶媒

実験手順

1M Aqueous lithium hydroxide (18 mL) was added to solution of 4-(biphenyl-4-yloxymethyl)-5-methyl-furan-2-carboxylic acid methyl ester (17) (1 g) in tetrahydrofuran/methanol (2:1 by volume, 100 mL) and the mixture stirred at room temperature for 5 h. The solvent was removed in vacuo, the residue dissolved in water (20 mL) and the solution acidified to pH6 with aqueous dilute hydrochloric acid. The mixture was evaporated to dryness and the residue was purified by HPLC to afford compound 18 as a white solid (210 mg). LC/MS System B: Rt=4.80 mins, m/z=307 ((M−1) for C19H16O4).

後処理

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue dissolved in water (20 mL)
  3. customThe mixture was evaporated to dryness
  4. customthe residue was purified by HPLC

出典と根拠

ORDレコード
ord-fdae456282f24099b3ef677fb8c0278a
出典データセット
uspto-grants-2009_05
特許番号
US07528157B2

反応ノート

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