Bromine → 7-Amino-8-bromo-3,4-dihydronaphthalen-1(2H)-one

HRID 361391

반응식

HRID 361391 반응식
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH2:8][C:9]2=[O:12])=[CH:4][CH:3]=1.[Br:13]Br>C(O)(=O)C>[NH2:1][C:2]1[C:11]([Br:13])=[C:10]2[C:5]([CH2:6][CH2:7][CH2:8][C:9]2=[O:12])=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 24408Bromine2회HCID 3271777-Amino-1,2,3,4-tetrahydronaphthalen-1-one

생성물 1

HCID 154628587-Amino-8-bromo-3,4-dihydronaphthalen-1(2H)-one수율 102.4%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

7-Amino-1-tetralone (457 mg, 2.83 mmol) was dissolved in acetic acid (8 mL) and treated with bromine (150 mL, 2.91 mmol) dropwise. After 10 min., more bromine (17 mL) was added. Then the solvent was evaporated off to give a light brown solid. It was partitioned between Na2CO3 solution and EtOAc From the organic phase was obtained a semi-solid (696 mg). It was dissolved in CHCl3 and flash chromatographed over silica gel 50 g) eluting with EtOAc/hexane (1:4) to afford a yellow solid (320 mg, 470 yield): mp 93°-96° C.

후처리

  1. customThen the solvent was evaporated off
  2. customto give a light brown solid
  3. customIt was partitioned between Na2CO3 solution and EtOAc From the organic phase

출처 및 근거

ORD 기록
ord-6f472eee9bd542b1a9772e6913725100
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05866579

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