Tributylphosphine → HCID 57791929, 화합물

HRID 549541노트

반응식

HRID 549541 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-b6959a4cbd524277a2ff2c0ba05f0ce9
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07943669B2

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