Sodium Hydroxide → 3,5-Dichloro-4-methoxyaniline

HRID 1449573

반응식

HRID 1449573 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[C:4]([Cl:11])[C:3]=1[O:12][CH3:13].O.O.[Sn](Cl)Cl.[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:7]=[C:6]([CH:5]=[C:4]([Cl:11])[C:3]=1[O:12][CH3:13])[NH2:8]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 61436Stannous chloride dihydrateHCID 3097161,3-Dichloro-2-methoxy-5-nitrobenzene

생성물 1

HCID 131786513,5-Dichloro-4-methoxyaniline수율 83.7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A stirred mixture of 2,6-dichloro-4-nitroanisole (4.6 g, 21 mM) and tin(II) dichloride dihydrate (23.4 g, 104 mM) in ethanol (72 mL) was refluxed for 3 hr. After cooling to room temperature, the reaction mixture was poured into ice water which was then treated with 2N sodium hydroxide until the solution became basic. The resulting mixture was filtered through diatomaceous earth and the liltrate was extracted with ethyl acetate. The combined ethyl acetate extracts were dried (MgSO4), filtered and concentrated to obtain (3.33 g, 83.7%) the title compound as a yellow-brown solid, mp 80°-81° C.; MS(CI): 192 (M+H).

후처리

  1. temperaturewas refluxed for 3 hr
  2. filtrationThe resulting mixture was filtered through diatomaceous earth
  3. extractionthe liltrate was extracted with ethyl acetate
  4. dry with materialThe combined ethyl acetate extracts were dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9f58e1ca23af46649bde517da2437f91
출처 데이터셋
uspto-grants-1997_02
특허 번호
US05599814

연결된 노트

불러오는 중…