Hydrochloric Acid → 3-Cyclopentylaniline hydrochloride

HRID 733198노트

반응식

HRID 733198 반응식
C([N:8](CC1C=CC=CC=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)[CH:10]=1)C1C=CC=CC=1.COC(O)C.C(Cl)[Cl:33].Cl>CO.[OH-].[OH-].[Pd+2]>[ClH:33].[CH:15]1([C:11]2[CH:10]=[C:9]([CH:14]=[CH:13][CH:12]=2)[NH2:8])[CH2:16][CH2:17][CH2:18][CH2:19]1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 30156371-MethoxyethanolHCID 69047054N,N-dibenzyl-3-cyclopentyl-aniline

생성물 1

HCID 690470023-Cyclopentylaniline hydrochloride

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매

실험 절차

N,N-Dibenzyl-3-cyclopentyl-aniline (6.07 g, 17.03 mmol) was hydrogenated over Pd(OH)2 (600 mg) under 10 bars in a mixture of MeOH (80 ml), methoxyethanol (20 ml), CH2Cl2 (20 ml) and concentrated HCl (1.63 ml) for 20 h, The catalyst was removed by filtration and the solvent was removed under reduced pressure. The residue was partitioned between CH2Cl2 and water. The pH was set to about 10 by adding NaOH in pellets. The organic layer was washed with brine, dried over MgSO4 and concentrated under reduced pressure to give 2.65 g of the expected aniline. The hydrochloride was obtained by treatment with ethereal HCl: 2.38 g, yield: 71%. HPLC: 100%.

후처리

  1. customThe catalyst was removed by filtration
  2. customthe solvent was removed under reduced pressure
  3. customThe residue was partitioned between CH2Cl2 and water
  4. additionby adding NaOH in pellets
  5. washThe organic layer was washed with brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-39576a907428484eb43ad3fdf39885ee
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07589095B2

반응 노트

불러오는 중…