Hydrochloric Acid → 11-Benzyloxy-1-(3,4-dibenzyloxyphenyl)-1-undecanol

HRID 2290808

反応式

HRID 2290808 の反応式
[Mg].C(I)C.II.[CH2:7]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]Cl)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH2:26]([O:33][C:34]1[CH:35]=[C:36]([CH:39]=[CH:40][C:41]=1[O:42][CH2:43][C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)[CH:37]=[O:38])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.Cl>O1CCCC1.CCOCC>[CH2:7]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH:37]([C:36]1[CH:39]=[CH:40][C:41]([O:42][CH2:43][C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)=[C:34]([O:33][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:35]=1)[OH:38])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

9

反応物 6

HCID 313Hydrochloric AcidHCID 807IodineHCID 6340IodoethaneHCID 795263,4-Bis(benzyloxy)benzaldehydeHCID 5462224MagnesiumHCID 1106593210-Benzyloxy-1-chlorodecane

生成物 1

HCID 1355788511-Benzyloxy-1-(3,4-dibenzyloxyphenyl)-1-undecanol収率 46.8%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture of 1 ml of anhydrous ether and 0.6 g of metallic magnesium were added 0.1 ml of ethyl iodide and a piece of iodine crystal followed by heating to initiate the reaction and then a mixture of 6.7 g of 10-benzyloxy-1-chlorodecane and 10 ml of anhydrous ether was added dropwise to the aforesaid mixture. After the reaction was over, the reaction mixture was refluxed for 2 hours. After cooling, the reaction mixture was added dropwise to a solution of 6 g of 3,4-dibenzyloxybenzaldehyde dissolved in 30 ml of tetrahydrofuran at 0° to 5° C. Thereafter, the mixture was stirred for 30 minutes at room temperature and after adding 300 ml of an aqueous 1% hydrochloric acid solution to the reaction mixture, the product was extracted with 100 ml of toluene. The extract was washed with water, dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was dissolved in 30 ml of ethanol, the solution was allowed to stand overnight under cooling to 0° to 5° C., and the crystals thus precipitated were collected by filtration. By drying the crystals, 5 g of 11-benzyloxy-1-(3,4-dibenzyloxyphenyl)-1-undecanol was obtained. Melting point 50°-52° C.

後処理

  1. temperatureby heating
  2. customthe reaction
  3. additionwas added dropwise to the aforesaid mixture
  4. temperaturewas refluxed for 2 hours
  5. temperatureAfter cooling
  6. extractionthe product was extracted with 100 ml of toluene
  7. washThe extract was washed with water
  8. dry with materialdried over anhydrous magnesium sulfate
  9. distillationthe solvent was distilled off under reduced pressure
  10. dissolutionThe residue was dissolved in 30 ml of ethanol
  11. waitto stand overnight
  12. temperatureunder cooling to 0° to 5° C.
  13. customthe crystals thus precipitated
  14. filtrationwere collected by filtration
  15. customBy drying the crystals

出典と根拠

ORDレコード
ord-f8ef0e71b7b946dbb6e2984cbafbd147
出典データセット
uspto-grants-1986_10
特許番号
US04618627

関連ノート

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