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Triethylamine → Benzene, [(2-isocyanatoethoxy)methyl]-

HRID 356572
ノート
印刷プレビュー

反応式

HRID 356572 の反応式
[CH2:1]([O:8][CH2:9][CH2:10]C(O)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC[N:16]([CH2:19]C)CC.C(Cl)(=O)[O:22]CC.[N-]=[N+]=[N-].[Na+]>CCOC(C)=O>[C:2]1([CH2:1][O:8][CH2:9][CH2:10][N:16]=[C:19]=[O:22])[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 33557Sodium AzideHCID 156088133-(Benzyloxy)propanoic acid

生成物 1

HCID 12098040Benzene, [(2-isocyanatoethoxy)methyl]-

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

In 80 ml of AcOEt was dissolved 8.70 g of 3-benzyloxypropionic acid, and 6.80 ml of Et3N and 5.10 ml of ethyl chlorocarbonate were added to the solution at -10° C., and the mixture was stirred for 15 minutes. Thereafter, 16 ml of an aqueous solution containing 4.78 g of sodium azide was added to the mixture, and the resulting mixture was stirred at -5° to 0° C. for 30 minutes. The reaction mixture was washed with water and dried over anhydrous magnesium sulfate. Into a flask in which 15 ml of AcOEt had been refluxed under heating, the AcOEt solution containing the acid azide was added dropwise over 20 minutes, and the mixture was further refluxed under heating for 10 minutes. After the solvent was removed, the residue was distilled under reduced pressure (97° C./4 mmHg) to obtain the title compound.

後処理

  1. additionwere added to the solution at -10° C.
  2. additionwas added to the mixture
  3. stirringthe resulting mixture was stirred at -5° to 0° C. for 30 minutes
  4. washThe reaction mixture was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. temperatureInto a flask in which 15 ml of AcOEt had been refluxed
  7. temperatureunder heating
  8. additionthe AcOEt solution containing the acid azide
  9. additionwas added dropwise over 20 minutes
  10. temperaturethe mixture was further refluxed
  11. temperatureunder heating for 10 minutes
  12. customAfter the solvent was removed
  13. distillationthe residue was distilled under reduced pressure (97° C./4 mmHg)

出典と根拠

ORDレコード
ord-6d9f891adb954975b8a92ae7ed656a0a
出典データセット
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05837687

反応ノート

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