Water → 1-Bromo-5-tert-butyl-4-(2-methoxy-ethoxymethoxy)-2-methyl-benzene

HRID 356495

반응식

HRID 356495 반응식
[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([OH:9])=[C:4]([C:10]([CH3:13])([CH3:12])[CH3:11])[CH:3]=1.[H-].[Na+].[CH3:16][O:17][CH2:18][CH2:19][O:20][CH2:21]Cl.O>C1COCC1.CCOC(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([C:10]([CH3:13])([CH3:12])[CH3:11])[C:5]([O:9][CH2:16][O:17][CH2:18][CH2:19][O:20][CH3:21])=[CH:6][C:7]=1[CH3:8]

참가 물질

7

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 775901-(Chloromethoxy)-2-methoxyethaneHCID 187986984-Bromo-2-(tert-butyl)-5-methylphenol

생성물 1

HCID 187986651-Bromo-5-tert-butyl-4-(2-methoxy-ethoxymethoxy)-2-methyl-benzene

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 4-bromo-2-t-butyl-5-methylphenol from Example YY (32.8 g, 135 mmol) in THF (150 mL) was treated portionwise with NaH (6.5 g of a 60% dispersion in oil, 162 mmol), and the mixture was stirred at room temperature for 1 hour. To the suspension was added 2-methoxyethoxymethyl chloride (18 mL, 158 mmol) all at once, and the resulting mixture was stirred at room temperature overnight. H2O (200 mL) was added slowly, followed by EtOAc (200 mL). The organic layer was separated, washed with H2O, and dried (MgSO4). Concentration gave the title compound. 1H NMR (CDCl3) δ 1.31 (s, 9 H), 2.29 (s, 3 H), 3.36 (s, 3 H), 3.55 (m, 2 H), 3.78 (m, 2 H), 5.25 (s, 2 H), 7.02 (s, 1 H), 7.33 (s, 1 H).

후처리

  1. stirringwas stirred at room temperature overnight
  2. customThe organic layer was separated
  3. washwashed with H2O
  4. dry with materialdried (MgSO4)
  5. concentrationConcentration

출처 및 근거

ORD 기록
ord-13f8efb0331a46d6b54d8a70e8fc9d07
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05834506

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