Aniline → HCID 131716909, 화합물

HRID 1493641노트

반응식

HRID 1493641 반응식
NC1C=CC=CC=1.[CH3:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][O:17][C:18]2[CH:19]=[C:20]([NH2:24])[CH:21]=[CH:22][CH:23]=2)=[CH:12][CH:11]=1.C(=O)(O)[O-].[Na+].Cl[CH2:31][C:32]([O:34][CH3:35])=[O:33]>C(#N)C.O>[CH3:8][O:9][C:10]1[CH:11]=[CH:12][C:13]([CH2:16][O:17][C:18]2[CH:19]=[C:20]([NH:24][CH2:31][C:32]([O:34][CH3:35])=[O:33])[CH:21]=[CH:22][CH:23]=2)=[CH:14][CH:15]=1

참가 물질

7

반응물 4

HCID 6115AnilineHCID 7295Methyl chloroacetateHCID 516892Sodium BicarbonateHCID 198299443-((4-Methoxybenzyl)oxy)aniline

생성물 1

HCID 131716909HCID 131716909, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

A mixture of the aniline (Intermediate 87, 24.6 g, 107.3 mmol), sodium bicarbonate (13.5 g, 161 mmol) and methyl chloracetate (10.1 ml, 118 mmol) in acetonitrile (30 ml) was heated at 90°-100° for 48 h. Water (200 ml) was added and the mixture extracted with ethyl acetate (3×100 ml). The combined extracts were washed with water (2×100 ml) and brine (100 ml) before drying (Na2SO4) and evaporating in vacuo to leave the crude product as a peach solid. Trituration with ether-hexane (1:1) gave the title compound (Intermediate 88) as a flesh coloured solid (30.3 g; 94%), m.p. 79°-81°.

후처리

  1. temperaturewas heated at 90°-100° for 48 h
  2. extractionthe mixture extracted with ethyl acetate (3×100 ml)
  3. washThe combined extracts were washed with water (2×100 ml) and brine (100 ml)
  4. dry with materialbefore drying (Na2SO4)
  5. customevaporating in vacuo
  6. customto leave the crude product as a peach solid

출처 및 근거

ORD 기록
ord-00bee25155134c10b505dc40d709d3f5
출처 데이터셋
uspto-grants-1991_06
특허 번호
US05023255

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