Sodium Hydroxide → 4-(4'-Cyano-biphenyl-4-yl)-4-oxo-butyric acid

HRID 381843ノート

反応式

HRID 381843 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([C:15](=[O:22])[CH2:16][CH2:17][C:18]([O:20]C)=[O:19])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1)#[N:2].[OH-].[Na+]>O1CCCC1>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:14]=[CH:13][C:12]([C:15](=[O:22])[CH2:16][CH2:17][C:18]([OH:20])=[O:19])=[CH:11][CH:10]=2)=[CH:7][CH:8]=1)#[N:2]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 217517094-(4'-Cyano-biphenyl-4-yl)4-oxo-butyric acid, methyl ester

生成物 1

HCID 183641364-(4'-Cyano-biphenyl-4-yl)-4-oxo-butyric acid収率 95.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a stirred solution of 4-(4′-cyano-biphenyl-4-yl)-4-oxo-butyric acid, methyl ester (0.143 g, 0.000488 mol) in tetrahydrofuran at 15° C. was added in one portion a 1.0 M aqueous solution of sodium hydroxide (0.50 mL, 0.00050 mol), and the mixture was allowed to stir at room temperature for 18 hours. The THF was rotary evaporated, and the residue was partitioned between water and chloroform. The aqueous layer was washed with additional chloroform. The aqueous layer was acidified with 1.0 M aqueous hydrochloric acid (0.50 mL), and extracted with dichloromethane-tetrahydrofuran (50/50 v/v). The extract was washed with brine, dried (Na2SO4) and rotary evaporated. The residue was dried in vacuo to give 0.130 g of 4-(4′-cyano-biphenyl-4-yl)-4-oxo-butyric acid as a pale yellow solid; mp 191-193° C.

後処理

  1. customthe residue was partitioned between water and chloroform
  2. washThe aqueous layer was washed with additional chloroform
  3. extractionextracted with dichloromethane-tetrahydrofuran (50/50 v/v)
  4. washThe extract was washed with brine
  5. dry with materialdried (Na2SO4) and rotary evaporated
  6. customThe residue was dried in vacuo

出典と根拠

ORDレコード
ord-7b4f326a8ff84fa996595c2de8106a5a
出典データセット
uspto-grants-2001_10
特許番号
US06307089B2

反応ノート

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