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Hydrochloric Acid → Methyl 3-(aminomethyl)benzoate

HRID 2053166
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HRID 2053166 반응식
N1CCCCC1.[CH3:7][O:8][C:9](=[O:35])[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][NH:17]C(OCC2C3C=CC=CC=3C3C2=CC=CC=3)=O)[CH:11]=1.O.Cl>CN(C=O)C>[CH3:7][O:8][C:9](=[O:35])[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][NH2:17])[CH:11]=1
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 8082PiperidineHCID 584829303-[(9H-Fluoren-9-ylmethoxycarbonylamino)-methyl]-benzoic acid methyl ester

생성물 1

HCID 2794826Methyl 3-(aminomethyl)benzoate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A 20% solution of piperidine in DMF (5 ml) was added to 3-[(9H-Fluoren-9-ylmethoxycarbonylamino)-methyl]-benzoic acid methyl ester (193 mg, 0.5 mmol) and the reaction was stirred at room temperature for 30 min. Water (10 ml) was added to the crude reaction mixture, followed by 1M HCl (10 ml). The aqueous layer was washed with EtOAc (3×10 ml) then basified to pH 9 with saturated NaHCO3. The basic layer was extracted with EtOAc (3×10 ml) and the aqueous layer was evaporated down to a small volume, then further extracted with EtOAc (5×10 ml). The combined organic layers were dried (MgSO4), filtered and the solvent evaporated in vacuo to give the title compound.

후처리

  1. customreaction mixture
  2. washThe aqueous layer was washed with EtOAc (3×10 ml)
  3. extractionThe basic layer was extracted with EtOAc (3×10 ml)
  4. customthe aqueous layer was evaporated down to a small volume
  5. extractionfurther extracted with EtOAc (5×10 ml)
  6. dry with materialThe combined organic layers were dried (MgSO4)
  7. filtrationfiltered
  8. customthe solvent evaporated in vacuo

출처 및 근거

ORD 기록
ord-c11a812efa3e4b6eae09f469752b0d5c
출처 데이터셋
uspto-grants-2008_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07326732B2

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