1-(3-Hydroxy-4-nitro-2,5,6-trifluorophenoxy)-3-(prop-2-enyloxy)-4-nitro-2,5,6-trifluorobenzene → Bis(3-hydroxy-4-amino-2,5,6-trifluorophenyl) ether

HRID 430054노트

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HRID 430054 반응식
[OH:1][C:2]1[C:3]([F:30])=[C:4]([C:22]([F:29])=[C:23]([F:28])[C:24]=1[N+:25]([O-])=O)[O:5][C:6]1[C:11]([F:12])=[C:10]([F:13])[C:9]([N+:14]([O-])=O)=[C:8]([O:17]CC=C)[C:7]=1[F:21]>O1CCCC1.C(OCC)(=O)C.[Pd]>[OH:17][C:8]1[C:7]([F:21])=[C:6]([O:5][C:4]2[C:22]([F:29])=[C:23]([F:28])[C:24]([NH2:25])=[C:2]([OH:1])[C:3]=2[F:30])[C:11]([F:12])=[C:10]([F:13])[C:9]=1[NH2:14]

참가 물질

5

반응물 1

HCID 183538371-(3-Hydroxy-4-nitro-2,5,6-trifluorophenoxy)-3-(prop-2-enyloxy)-4-nitro-2,5,6-trifluorobenzene

생성물 1

HCID 17786672Bis(3-hydroxy-4-amino-2,5,6-trifluorophenyl) ether

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

44 g of 1-(3-hydroxy-4-nitro-2,5,6-trifluorophenoxy)-3-(prop-2-enyloxy)-4-nitro-2,5,6-tri-fluorobenzene prepared as described in Example 10 (0.1 mol) are dissolved in 400 ml of a mixture of tetrahydrofuran and ethyl acetate (volume ratio 1:1), and 4.4 g of Pd/C (palladium/carbon) are added to the solution. The solution is then stirred vigorously for 6 hours at room temperature in an autoclave in order to remove the allyl protecting group. Hydrogen is then passed in, and the mixture is hydrogenated at a pressure of 1 bar; after 3 days, the reaction is terminated. The yellow solution is evaporated to half in a rotary evaporator and left to stand at room temperature overnight, during which the reaction product precipitates in crystalline form. The reaction product is then separated off and dried for 48 hours under nitrogen at 40° C./10 mbar in a vacuum drying cabinet.

후처리

  1. additionare added to the solution
  2. customto remove the allyl protecting group
  3. waitafter 3 days
  4. customthe reaction is terminated
  5. customThe yellow solution is evaporated to half in a rotary evaporator
  6. waitleft
  7. waitto stand at room temperature overnight, during which
  8. customthe reaction product precipitates in crystalline form
  9. customThe reaction product is then separated off
  10. customdried for 48 hours under nitrogen at 40° C./10 mbar in a vacuum
  11. customdrying cabinet

출처 및 근거

ORD 기록
ord-cc49848e7bfb4df9b60b1ab00e7b00a9
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06320081B1

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