Carbon Dioxide → 9,9-Dioctyl-9H-fluorene-2-carboxylic Acid

HRID 917240

반응식

HRID 917240 반응식
Br[C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[C:4]=2[CH:3]=1.C([Li])CCC.[C:36](=[O:38])=[O:37].Cl>O1CCCC1>[CH2:23]([C:5]1([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[C:4]2[CH:3]=[C:2]([C:36]([OH:38])=[O:37])[CH:14]=[CH:13][C:12]=2[C:11]2[C:6]1=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

참가 물질

6

반응물 4

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 129646932-Bromo-9,9-di-n-octylfluoreneHCID 178418339Butyllithium

생성물 1

HCID 219820809,9-Dioctyl-9H-fluorene-2-carboxylic Acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-60 °C

실험 절차

Into a flask fitted with a nitrogen inlet and rubber septum were introduced 2-bromo-9,9-dioctylfluorene (34.18 g, 72.8 mmole) and dry tetrahydrofuran (300 mL). The solution was cooled to −60° C. and n-butyl lithium (29.1 mL, 2.5M in hexanes, 72.8 mmole) added via a syringe. The reaction mixture was observed to turn red. After stirring for 1 hour at −60° C., the reaction mixture was poured onto powdered dry-ice and left to stand overnight. The mixture was acidified with 1M HCl and extracted with chloroform. The chloroform extract was washed with water, dried over magnesium sulfate and concentrated to give the acid as an oil.

후처리

  1. customInto a flask fitted with a nitrogen inlet
  2. additionthe reaction mixture was poured
  3. waitleft
  4. waitto stand overnight
  5. extractionextracted with chloroform
  6. extractionThe chloroform extract
  7. washwas washed with water
  8. dry with materialdried over magnesium sulfate
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-ae374cb4cd624c8caf93abecd566ff53
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07271406B2

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