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Hydrochloric Acid → 3-Bromo-2-methylaminomethyl-phenylamine

HRID 901864
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HRID 901864 반응식
C(O[C:6](=O)[N:7]([CH2:9][C:10]1[C:15]([Br:16])=[CH:14][CH:13]=[CH:12][C:11]=1[NH2:17])C)(C)(C)C.Cl.C([O-])(O)=O.[Na+].C(OCC)(=O)C>C(O)C>[Br:16][C:15]1[C:10]([CH2:9][NH:7][CH3:6])=[C:11]([NH2:17])[CH:12]=[CH:13][CH:14]=1
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 58824133(2-Amino-6-bromo-benzyl)-methyl-carbamic acid tert-butyl ester

생성물 1

HCID 184444723-Bromo-2-methylaminomethyl-phenylamine수율 765.5%

시약·촉매·용매 1

HCID 702Ethanol
용매

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온도
100 °C

실험 절차

(2-Amino-6-bromo-benzyl)-methyl-carbamic acid tert-butyl ester (371 mg) was dissolved in 50 ml ethanol. To this solution was added 2M ethanolic hydrochloride acid solution (10 ml). The reaction mixture was heated at 100° C. for 30 minutes, at which time the deprotection was completed. The solution was allowed to cool to room temperature and poured into the mixture of saturated NaHCO3 solution and ethyl acetate. The aqueous layer was extracted with EtOAc three times and the organic fractions were concentrated to give 3-bromo-2-methylaminomethyl-phenylamine as a brown oil (1.938 g, 76%). MS: (M+H)+ 217.1.

후처리

  1. temperatureto cool to room temperature
  2. extractionThe aqueous layer was extracted with EtOAc three times
  3. concentrationthe organic fractions were concentrated

출처 및 근거

ORD 기록
ord-1e49cb343b0a4b47bb24f4cad7cd57ab
출처 데이터셋
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07365063B2

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