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Hydrogen Bromide → 6-Amino-2-naphthalenol

HRID 1357217
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HRID 1357217 반응식
C(OC(=O)[NH:7][C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:18]C)[CH:14]=2)[CH:9]=1)(C)(C)C.Br>C(O)(=O)C>[NH2:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[CH:14]=[C:13]([OH:18])[CH:12]=[CH:11]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 260Hydrogen BromideHCID 57781067tert-Butyl (6-methoxynaphthalen-2-yl)carbamate

생성물 1

HCID 4286056-Amino-2-naphthalenol수율 98%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

(6-Methoxy-naphthalen-2-yl)-carbamic acid tert-butyl ester (10.05 g, 36.8 mmol), prepared in the previous step, was suspended in 300 mL of glacial acetic acid plus 200 mL of 48% HBr and under nitrogen the mixture was refluxed for 6 h. The glacial acetic acid and the 48% HBr were removed under reduced pressure and the residue partitioned between methylene chloride and water. The aqueous layer was made basic by the addition of NaHCO3. A solid precipitated. The solid was collected by filtration and dried under reduced pressure to give 6-amino-naphthalen-2-ol (5.72 g, 98%) as a gray solid, MS m/z: 160 [M+H]+.

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후처리

  1. customThe glacial acetic acid and the 48% HBr were removed under reduced pressure
  2. customthe residue partitioned between methylene chloride and water
  3. additionThe aqueous layer was made basic by the addition of NaHCO3
  4. customA solid precipitated
  5. filtrationThe solid was collected by filtration
  6. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-08ddc58b1c3343919ea29c97bda087c4
출처 데이터셋
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06589970B2

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