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

HRID 917240

反応式

HRID 917240 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ae374cb4cd624c8caf93abecd566ff53
出典データセット
uspto-grants-2007_09
特許番号
US07271406B2

関連ノート

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