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Triacetoxyperiodinane → 4-{1-[4-(3,3-Dimethyl-2-oxobutoxy)-3-methylphenyl]-1-ethylpropyl}-2-methylbenzoic acid

HRID 230817
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인쇄 미리보기

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HRID 230817 반응식
[CH3:1][C:2]([CH3:30])([CH3:29])[CH:3]([OH:28])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([C:17]2[CH:25]=[CH:24][C:20]([C:21]([OH:23])=[O:22])=[C:19]([CH3:26])[CH:18]=2)([CH2:15][CH3:16])[CH2:13][CH3:14])=[CH:8][C:7]=1[CH3:27].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl.CCOC(C)=O>[CH3:30][C:2]([CH3:1])([CH3:29])[C:3](=[O:28])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([C:17]2[CH:25]=[CH:24][C:20]([C:21]([OH:23])=[O:22])=[C:19]([CH3:26])[CH:18]=2)([CH2:15][CH3:16])[CH2:13][CH3:14])=[CH:8][C:7]=1[CH3:27]
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참가 물질

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반응물 2

HCID 159087TriacetoxyperiodinaneHCID 103643684-{1-[4-(3,3-Dimethyl-2-hydroxybutoxy)-3-methylphenyl]-1-ethylpropyl}-2-methylbenzoic acid

생성물 1

HCID 103642554-{1-[4-(3,3-Dimethyl-2-oxobutoxy)-3-methylphenyl]-1-ethylpropyl}-2-methylbenzoic acid수율 95%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857
Ethyl Acetate
용매

실험 절차

To a mixture of 4-{1-[4-(3,3-dimethyl-2-hydroxybutoxy)-3-methylphenyl]-1-ethylpropyl}-2-methylbenzoic acid, Example 1, (0.50 g, 1.22 mmol) in CH2Cl2 (10 mL) is added a solution of the Dess-Martin reagent (0.57 g, 1.34 mmol) in CH2CL2 (10 mL) dropwise and stirred for 2 h. The reaction is diluted with EtOAc (100 mL), washed with 10% Na2SO3 (2×20 ml), 0.1 M HCl (20 ml), and H2O (20 ml). The organic layer is MgSO4 dried, and concentrated to give the title compound (0.48 g, 1.17 mmol, 95%).

후처리

  1. washwashed with 10% Na2SO3 (2×20 ml), 0.1 M HCl (20 ml), and H2O (20 ml)
  2. customdried
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f65d70ac0ffc452a96dd38af7d81546e
출처 데이터셋
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07566803B2

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