Hydrochloric Acid → 5-(Hydroxy(phenyl)methyl)-4'-methylbiphenyl-3-carboxylic acid

HRID 1845259ノート

反応式

HRID 1845259 の反応式
[OH:1][CH:2]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:3]1[CH:4]=[C:5]([C:16]([O:18]CC)=[O:17])[CH:6]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)[CH:8]=1.[OH-].[Li+].Cl>O1CCOCC1.O>[OH:1][CH:2]([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[C:3]1[CH:4]=[C:5]([C:16]([OH:18])=[O:17])[CH:6]=[C:7]([C:9]2[CH:10]=[CH:11][C:12]([CH3:15])=[CH:13][CH:14]=2)[CH:8]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 58188027Ethyl 5-(hydroxy(phenyl)methyl)-4'-methylbiphenyl-3-carboxylate

生成物 1

HCID 581879845-(Hydroxy(phenyl)methyl)-4'-methylbiphenyl-3-carboxylic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
60 °C

実験手順

To a solution of ethyl 5-(hydroxy(phenyl)methyl)-4′-methylbiphenyl-3-carboxylate (230 mg, 0.66 mmol) in 1,4-dioxane (2 mL) and water (1 mL) was added lithium hydroxide (48 mg, 2 mmol). The reaction mixture was stirred at 60° C. overnight. After cooling, the mixture was acidified with 15% HCl (aq.) to pH=5, and extracted with EtOAc. The organic layer was dried and concentrated in vacuo to afford the title compound as a white solid. 1H NMR (300 MHz, acetone-d6): 8.14 (t, 1H, J=2.0 Hz), 8.09 (m, 1H), 7.97 (m, 1H), 7.60-7.47 (m, 4H), 7.37-7.19 (m, 5H), 6.00 (s, 1H), 2.37 (s, 3H).

後処理

  1. temperatureAfter cooling
  2. extractionextracted with EtOAc
  3. customThe organic layer was dried
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-ecede689ec8d4c42be95557e01f9239f
出典データセット
uspto-grants-2015_02
特許番号
US08946439B2

反応ノート

読み込み中…