Hydrochloric Acid → HCID 20375617, 화합물

HRID 1390295노트

반응식

HRID 1390295 반응식
C([O:8][CH2:9][CH2:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[C:18]([F:21])[CH:19]=2)[N:14]([CH2:22][C:23]2[CH:28]=[C:27]([Br:29])[C:26]([Br:30])=[C:25]([Br:31])[CH:24]=2)[C:13](=[O:32])[CH:12]=1)C1C=CC=CC=1.C(O)C.Cl>O1CCOCC1.[Pd]>[OH:8][CH2:9][CH2:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[C:18]([F:21])[CH:19]=2)[N:14]([CH2:22][C:23]2[CH:28]=[C:27]([Br:29])[C:26]([Br:30])=[C:25]([Br:31])[CH:24]=2)[C:13](=[O:32])[CH:12]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 20375643HCID 20375643, 화합물

생성물 1

HCID 20375617HCID 20375617, 화합물수율 71%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 312751,4-Dioxane용매

실험 절차

A solution of 4-(2-benzyloxyethyl)-6-fluoro-1-(3,4,5-tribromobenzyl)-1,2-dihydro-2-oxoquinoline (6.0g.) in a mixture of dioxan (50ml.), ethanol (50ml.), and concentrated hydrochloric acid (2ml.) was hydrogenated at atmospheric pressure over 5% palladium on carbon (1g.). The theoretical quantity of hydrogen (390ml. at N.T.P.) was absorbed in four minutes. The hydrogenation was stopped and the mixture filtered. Evaporation of the filtrate gave the crude product which was recrystallised twice from methanol to give 4-(2-hydroxyethyl)-6-fluoro-1-(3,4,5-tribromobenzyl)-1,2-dihydro-2-oxoquinoline, m.p. 199°-201° C., in 71% yield.

후처리

  1. customThe theoretical quantity of hydrogen (390ml. at N.T.P.) was absorbed in four minutes
  2. filtrationthe mixture filtered
  3. customEvaporation of the filtrate
  4. customgave the crude product which
  5. customwas recrystallised twice from methanol

출처 및 근거

ORD 기록
ord-e853774fe5fb4ce8b52420e2dcb777a3
출처 데이터셋
uspto-grants-1979_02
특허 번호
US04138490

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