Butyric Acid → 4'-Hydroxybutyranilide

HRID 30540

反応式

HRID 30540 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[C:9](O)(=[O:13])[CH2:10][CH2:11][CH3:12].C1CCC(N=C=NC2CCCCC2)CC1>C(Cl)Cl.CN(C1C=CN=CC=1)C>[C:9]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1)(=[O:13])[CH2:10][CH2:11][CH3:12]

参加物

6

反応物 3

HCID 264Butyric AcidHCID 4034-AminophenolHCID 10868Dicyclohexylcarbodiimide

生成物 1

HCID 668744'-Hydroxybutyranilide

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

4-aminophenol (550 mg; 5 mmol) is added to a solution of butyric acid (1.4 mL; 15 mmol) in DCM (20 mL) at room temperature and stirred vigorously. To this solution DCC (2.48 g; 12 mmol) is added followed by DMAP (24 mg) and the contents stirred overnight at room temperature. The reaction mixture is then filtered and washed with DCM. The filtrate is concentrated and redissolved in methanol, added with 10% aqueous sodium bicarbonate solution and stirred vigorously until diacylated byproduct disappeared (as detected by LC-MS) to yield 4-butyramidophenol as the only product. The product was used for further transformation without further purification.

後処理

  1. stirringthe contents stirred overnight at room temperature
  2. filtrationThe reaction mixture is then filtered
  3. washwashed with DCM
  4. concentrationThe filtrate is concentrated
  5. dissolutionredissolved in methanol
  6. additionadded with 10% aqueous sodium bicarbonate solution
  7. stirringstirred vigorously until diacylated byproduct

出典と根拠

ORDレコード
ord-d10196e00b3a4ebb8523f3ef800228e9
出典データセット
uspto-grants-2008_09
特許番号
US07423177B2

関連ノート

読み込み中…