Tributylphosphine → HCID 57791929, 화합물

HRID 1969185노트

반응식

HRID 1969185 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH2:16]O)[CH:5]=[C:6]([O:8][Si:9]([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:11])[CH3:10])[CH:7]=1.[CH2:18]([O:20][C:21](=[O:32])[CH2:22][O:23][C:24]1[CH:29]=[CH:28][C:27]([SH:30])=[CH:26][C:25]=1[CH3:31])[CH3:19].C(P(CCCC)CCCC)CCC.N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O>C1COCC1.C(OCC)(=O)C.O>[CH2:18]([O:20][C:21](=[O:32])[CH2:22][O:23][C:24]1[CH:29]=[CH:28][C:27]([S:30][CH2:16][C:4]2[CH:5]=[C:6]([O:8][Si:9]([C:12]([CH3:13])([CH3:14])[CH3:15])([CH3:10])[CH3:11])[CH:7]=[C:2]([Br:1])[CH:3]=2)=[CH:26][C:25]=1[CH3:31])[CH3:19]

참가 물질

8

반응물 4

HCID 13831TributylphosphineHCID 730421,1'-(Azodicarbonyl)dipiperidineHCID 16641178Ethyl (4-mercapto-2-methylphenoxy)acetateHCID 57791917(3-Bromo-5-{[tert-butyl(dimethyl)silyl]oxy}phenyl)methanol

생성물 1

HCID 57791929HCID 57791929, 화합물

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

[3-Bromo-5-(tert-butyl-dimethyl-silanyloxy)-phenyl]-methanol (6.4 g; 20.17 mmol) and (4-mercapto-2-methyl-phenoxy)-acetic acid ethyl ester (5.02 g; 22.19 mmol) were dissolved in THF (200 mL). Tributylphosphine (8.15 g; 40.34 mmol) and 1,1′-(azodicarbonyl)dipiperidine (10.17 g; 40.34 mmol) were added, and the reaction mixture was stirred for 14 h at room temperature. Water and ethyl acetate were added to the reaction mixture. The phases were separated. The organic phase was washed with water, dried, and evaporated. The crude product was purified by flash chromatography (heptane:dichloromethane (1:1)). Yield: 8 g; 80%. HPLC-MS: m/z: 527.0 (M+1); Rt: 3.10 min.

후처리

  1. customThe phases were separated
  2. washThe organic phase was washed with water
  3. customdried
  4. customevaporated
  5. customThe crude product was purified by flash chromatography (heptane:dichloromethane (1:1))

출처 및 근거

ORD 기록
ord-6a953d631bf44f9e940c31b8094a339e
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08426473B2

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