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Sodium Hydroxide → 2-((2-(Aminomethyl)-3,5-dichlorobenzyl)oxy)ethanol

HRID 1051952
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HRID 1051952 반응식
C([O:4][CH2:5][CH2:6][O:7][CH2:8][C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[C:11]([Cl:16])[C:10]=1[C:17]#[N:18])(=O)C.[OH-].[Na+]>C1COCC1.CO>[NH2:18][CH2:17][C:10]1[C:11]([Cl:16])=[CH:12][C:13]([Cl:15])=[CH:14][C:9]=1[CH2:8][O:7][CH2:6][CH2:5][OH:4]
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참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 897048262-((3,5-Dichloro-2-cyanobenzyl)oxy)ethyl acetate

생성물 1

HCID 897049962-((2-(Aminomethyl)-3,5-dichlorobenzyl)oxy)ethanol

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 8028Tetrahydrofuran용매

반응 조건

온도
60 °C

실험 절차

A soln. of BH3 (1.46 mL, 1M in THF) was added to a soln. of 2-((3,5-dichloro-2-cyanobenzyl)oxy)ethyl acetate (0.36 mmol) in 1.5 mL MeOH. The reaction mixture was heated to 60° C. for 3 h. At 0° C., 1.5 mL MeOH was dropwise added and the mixture was stirred until gaz evolution was finished. An aq. soln. of 10% NaOH was added still under cooling. The solvent was removed under vacuo, the residue was diluted with water and extracted 3 times with EtOAc. The comb. org. layers were dried over MgSO4 and conc. in vacuo to give the desired product as yellow solid.

후처리

  1. temperatureunder cooling
  2. customThe solvent was removed under vacuo
  3. additionthe residue was diluted with water
  4. extractionextracted 3 times with EtOAc
  5. dry with materiallayers were dried over MgSO4 and conc. in vacuo

출처 및 근거

ORD 기록
ord-12ff7c21031a4b8dafcd7f9203266c22
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09388197B2

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