Carbon Dioxide → HCID 14766792、化合物

HRID 2174162ノート

反応式

HRID 2174162 の反応式
[CH2:1]([O:11][C:12]1[C:17]([F:18])=[C:16]([F:19])[CH:15]=[C:14]([F:20])[C:13]=1[F:21])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].C([Li])CCC.CCCCCC.[C:33](=[O:35])=[O:34].Cl>C1COCC1>[CH2:1]([O:11][C:12]1[C:13]([F:21])=[C:14]([F:20])[C:15]([C:33]([OH:35])=[O:34])=[C:16]([F:19])[C:17]=1[F:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

参加物

6

反応物 4

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 19980944HCID 19980944、化合物HCID 178418244HCID 178418244、化合物

生成物 1

HCID 14766792HCID 14766792、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

36.8 g of the compound (10) dissolved in 250 mL of THF were cooled at −78° C. in an argon atmosphere; thereto were then dripped 100 mL of a 1.6 M/L n-butyllithium/hexane solution, with stirring for 2 hours at the same temperature. After addition of a suitable amount of crushed dry ice, the temperature was raised to room temperature, followed by stirring overnight. 200 mL of 3N hydrochloric acid were then added under ice cooling, the organic layer was separated, and the aqueous layer was extracted with diethyl ether. The organic layers were combined, were washed with saturated brine, and were then dried over anhydrous magnesium sulfate. After evaporating the solvent, the organic layer was recrystallized from hexane to yield 26.5 g (76 mmol) of 4-decyloxy-2,3,5,6-tetrafluorobenzoic acid (11).

後処理

  1. temperaturethe temperature was raised to room temperature
  2. stirringby stirring overnight
  3. customthe organic layer was separated
  4. extractionthe aqueous layer was extracted with diethyl ether
  5. washwere washed with saturated brine
  6. dry with materialwere then dried over anhydrous magnesium sulfate
  7. customAfter evaporating the solvent
  8. customthe organic layer was recrystallized from hexane

出典と根拠

ORDレコード
ord-5f8b88324cf943fa8e0241675b57ac02
出典データセット
uspto-grants-2015_06
特許番号
US09059410B2

反応ノート

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