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

HRID 1738767
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HRID 1738767 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-b9e330ef8ac54c3a8444b54010b66796
출처 데이터셋
uspto-grants-1999_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05965538

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