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

HRID 361391

反応式

HRID 361391 の反応式
[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

参加物

4

反応物 2

HCID 24408Bromine2 回HCID 3271777-Amino-1,2,3,4-tetrahydronaphthalen-1-one

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6f472eee9bd542b1a9772e6913725100
出典データセット
uspto-grants-1999_02
特許番号
US05866579

関連ノート

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