Bromine → 5-Bromo-2,3-dihydro-2,2-dimethylbenzofuran-7-carboxylic acid

HRID 1876400ノート

反応式

HRID 1876400 の反応式
[Br:1]Br.[CH3:3][C:4]1([CH3:16])[CH2:8][C:7]2[CH:9]=[CH:10][CH:11]=[C:12]([C:13]([OH:15])=[O:14])[C:6]=2[O:5]1.S([O-])([O-])=O.[Na+].[Na+]>C(O)(=O)C>[Br:1][C:10]1[CH:11]=[C:12]([C:13]([OH:15])=[O:14])[C:6]2[O:5][C:4]([CH3:16])([CH3:3])[CH2:8][C:7]=2[CH:9]=1

参加物

5

反応物 3

HCID 24408BromineHCID 24437Sodium SulfiteHCID 27954692,2-Dimethyl-2,3-dihydro-1-benzofuran-7-carboxylic acid

生成物 1

HCID 148384015-Bromo-2,3-dihydro-2,2-dimethylbenzofuran-7-carboxylic acid

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

実験手順

Using a dropping funnel, bromine (0.8 mL, 15.6 mmol) in acetic acid (6 mL) was added to a solution of 2,2-dimethyl-2,3-dihydrobenzofuran-7-carboxylic acid (1 g, 5.20 mmol) in acetic acid at 0° C. The reaction was allowed to warm to room temperature and stirred overnight. A 2M solution of sodium sulfite was added until all of the red color disappeared. The volatiles were removed in vacuo and dichloromethane was added and the layers separated. The organic phase was washed with water and brine, dried over sodium sulfate, filtered and concentrated in vacuo to yield 5-bromo-2,2-dimethyl-2,3-dihydrobenzofuran-7-carboxylic acid (667).

後処理

  1. customThe volatiles were removed in vacuo and dichloromethane
  2. additionwas added
  3. customthe layers separated
  4. washThe organic phase was washed with water and brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-dfaa9e1b48634eb7b1035555b03c3415
出典データセット
uspto-grants-2012_11
特許番号
US08309600B2

反応ノート

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