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

HRID 1886808

반응식

HRID 1886808 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6386tert-Butanol용매

실험 절차

To a solution of the product from Example 70, 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%).

후처리

  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

출처 및 근거

ORD 기록
ord-75c4b468788f4d2baf69c7bc7896bbe3
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501238B2

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