Hydrochloric Acid → 9H-Fluoren-1-ol

HRID 257648

반응식

HRID 257648 반응식
[N+](C1C=CC(C(CC(C)(C)C)(C)C)=CC=1N=NC1C=CC=CC=1O)([O-])=O.[C:27]1(=[O:40])[C:39]2[C:31]([C:32]3[C:37]([CH:38]=2)=[CH:36][CH:35]=[CH:34][CH:33]=3)=[CH:30][CH:29]=[CH:28]1.[OH-].[Na+].O=C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.Cl>O.CO>[C:27]1([OH:40])[C:39]2[CH2:38][C:37]3[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=3)[C:31]=2[CH:30]=[CH:29][CH:28]=1

참가 물질

8

반응물 5

HCID 313Hydrochloric Acid2회HCID 14798Sodium HydroxideHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 22281833Fluoreneone2회HCID 1355888302-Nitro-2'-hydroxy-5-t-octylazobenzene

생성물 1

HCID 960879H-Fluoren-1-ol

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 962Water용매

반응 조건

온도
25 °C

실험 절차

35.5g (0.1 mole) of 2-nitro-2'-hydroxy-5-t-octylazobenzene are added to the mixture of 60 ml of methanol, 2.3 g of fluorenone and 64 g of 50% aqueous solution of sodium hydroxide. The mixture is stirred at 70°-75° C. and to the mixture is slowly added 55.4 g (0.3 mol) of glucose in 55 ml of water over 2 hours. The reaction mixture is heated for an additional three hours, then 160 ml of methanol is added at 55°-60° C. and 14.2 g of 35% hydrochloric acid slowly added and stirred at 40°-50° C. for 20 minutes. During this time crystals should appear. Then more hydrochloric acid is added to attain pH 4-5. The reaction is cooled to 25° C. to yield 26.5 g (82%). Compared to Example 1, above, more than three times the amount of fluorenone is needed, more than double the reaction time is required, and a lower yield is obtained than when fluorenol is used.

후처리

  1. customover 2 hours
  2. temperatureThe reaction mixture is heated for an additional three hours
  3. stirringstirred at 40°-50° C. for 20 minutes
  4. customto yield 26.5 g (82%)
  5. customa lower yield

출처 및 근거

ORD 기록
ord-595104ecf37c4d60b2c2382eb6768fd0
출처 데이터셋
uspto-grants-1993_11
특허 번호
US05262541

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