2-Methyl-2-pentene → 5-bromo-2,3-dihydro-1H-indene-1-carboxylic acid

HRID 508365

反応式

HRID 508365 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)/[C:7](=[CH:11]/[O:12]C)/[CH2:6][CH2:5]2.CC(=CCC)C.Cl([O-])=[O:21].[Na+].P([O-])(O)(O)=O.[Na+]>C(O)(C)(C)C.O>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7]([C:11]([OH:12])=[O:21])[CH2:6][CH2:5]2

参加物

7

反応物 4

HCID 122432-Methyl-2-penteneHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphateHCID 58909702(E)-5-bromo-1-(methoxymethylene)-2,3-dihydro-1H-indene

生成物 1

HCID 138400065-bromo-2,3-dihydro-1H-indene-1-carboxylic acid収率 56%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6386tert-Butanol溶媒

実験手順

To a solution of the product from Example 100, Part B (300 mg, 1.3 mmol) and 2-methyl-2-pentene (8 ml) in tert-butanol (32 ml) was added a solution of sodium chlorite (1.36 g, 0.12 mmol) in H2O (12 ml) containing sodium dihydrogen phosphate (1.07 g, 8.9 mmol) and the mixture was stirred vigorously for 20 min at room temperature. Solvents were concentrated in vacuo and the residue was diluted with H2O, extracted with EtOAc (3×), extracts combined, dried (Na2SO4), and concentrated in vacuo to give the title compound (180 mg, 56%).

後処理

  1. concentrationSolvents were concentrated in vacuo
  2. additionthe residue was diluted with H2O
  3. extractionextracted with EtOAc (3×)
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-8596321d901a479c9e425321b867d8fa
出典データセット
uspto-grants-2015_08
特許番号
US09095590B2

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