4-Methylmorpholine → N-[4-(4-Hydroxy-phenoxy)-benzyl]-propionamide

HRID 49152

반응식

HRID 49152 반응식
[NH2:1][CH2:2][C:3]1[CH:16]=[CH:15][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.CN1CCOCC1.[C:24](Cl)(=[O:27])[CH2:25][CH3:26]>C(#N)C>[OH:14][C:11]1[CH:12]=[CH:13][C:8]([O:7][C:6]2[CH:15]=[CH:16][C:3]([CH2:2][NH:1][C:24](=[O:27])[CH2:25][CH3:26])=[CH:4][CH:5]=2)=[CH:9][CH:10]=1

참가 물질

5

반응물 3

HCID 79724-MethylmorpholineHCID 62324Propionyl chlorideHCID 20636236HCID 20636236, 화합물

생성물 1

HCID 20636237N-[4-(4-Hydroxy-phenoxy)-benzyl]-propionamide

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 4-(4-Aminomethyl-phenoxy)-phenol (0.10 g, 0.47 mmol), MMP-resin (polystyrene bound N-methylmorpholine-type base, 0.30 g, 1.04 mmol) and 1.9 mL of acetonitrile was treated with propionyl chloride (0.086 mL, 1.0 mmol) and shaken for 24 hours at room temperature. After filtration of the resin, the filtrate was diluted with 2 mL of methanol and was treated with 2 mL of 1M lithium hydroxide (LiOH) in water. The mixture was shaken for 24 hours at room temperature, treated with Amberlite IRP-64® resin until neutral, filtered and concentrated in vacuo, affording N-[4-(4-Hydroxy-phenoxy)-benzyl]-propionamide. MS (m/z): 272.2 [M+H]+.

후처리

  1. filtrationAfter filtration of the resin
  2. additionthe filtrate was diluted with 2 mL of methanol
  3. additionwas treated with 2 mL of 1M lithium hydroxide (LiOH) in water
  4. stirringThe mixture was shaken for 24 hours at room temperature
  5. additiontreated with Amberlite IRP-64® resin until neutral,
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-75350c41cd7e499796319afe0614f444
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06706723B2

연결된 노트

불러오는 중…