Triethylamine → HCID 57709023, 화합물

HRID 546947노트

반응식

HRID 546947 반응식
C(N(CC)CC)C.[Si:8](Cl)([C:11]([CH3:14])([CH3:13])[CH3:12])([CH3:10])[CH3:9].CN(C1C=CC=CN=1)C.[CH2:25]([C:27]([C:46]1[CH:51]=[CH:50][C:49](/[CH:52]=[CH:53]/[C:54]([C:60]([F:63])([F:62])[F:61])([OH:59])[C:55]([F:58])([F:57])[F:56])=[C:48]([CH3:64])[CH:47]=1)([C:30]1[CH:35]=[CH:34][C:33]([B:36]2[O:40][C:39]([CH3:42])([CH3:41])[C:38]([CH3:44])([CH3:43])[O:37]2)=[C:32]([CH3:45])[CH:31]=1)[CH2:28][CH3:29])[CH3:26]>CN(C)C=O.O>[C:11]([Si:8]([CH3:10])([CH3:9])[O:59][C:54]([C:60]([F:63])([F:62])[F:61])([C:55]([F:56])([F:57])[F:58])/[CH:53]=[CH:52]/[C:49]1[CH:50]=[CH:51][C:46]([C:27]([C:30]2[CH:35]=[CH:34][C:33]([B:36]3[O:40][C:39]([CH3:41])([CH3:42])[C:38]([CH3:44])([CH3:43])[O:37]3)=[C:32]([CH3:45])[CH:31]=2)([CH2:25][CH3:26])[CH2:28][CH3:29])=[CH:47][C:48]=1[CH3:64])([CH3:14])([CH3:13])[CH3:12]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 218852-DimethylaminopyridineHCID 28928tert-Butyldimethylsilyl chlorideHCID 57708964(E)-4-(4-{1-ethyl-1-[3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propyl}-2-methyl-phenyl)-1,1,1-trifluoro-2-trifluoromethyl-3-buten-2-ol

생성물 1

HCID 57709023HCID 57709023, 화합물수율 84%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

Triethylamine (0.10 mL, 0.72 mmol), t-butyldimethylsilyl chloride (48.5 mg, 0.322 mmol) and dimethylaminopyridine (1 mg, 0.008 mmol) were added to a solution of (E)-4-(4-{1-ethyl-1-[3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propyl}-2-methyl-phenyl)-1,1,1-trifluoro-2-trifluoromethyl-3-buten-2-ol (Example 26-(5); 47.0 mg, 0.082 mmol) in N,N-dimethylformamide (0.10 mL), and the mixture was stirred at room temperature for 24 hours. Water was added to the reaction mixture, followed by extraction with diethyl ether. The extract was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate=50/1) to give the title compound (47 mg, 84%).

후처리

  1. extractionfollowed by extraction with diethyl ether
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel chromatography (hexane/ethyl acetate=50/1)

출처 및 근거

ORD 기록
ord-3280dce026594dd4a63d3b7fbade8e15
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935688B2

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