Hydrochloric Acid → HCID 20375617、化合物

HRID 1833389ノート

反応式

HRID 1833389 の反応式
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

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 20375643HCID 20375643、化合物

生成物 1

HCID 20375617HCID 20375617、化合物収率 71%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c89d49fbf2494bed8ff32e2280045a18
出典データセット
uspto-grants-1978_01
特許番号
US04066651

反応ノート

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