Pyrogallol → 4-(3,5-Dimethoxy-benzyloxy)-2-ethoxy-benzo[1,3]dioxole

HRID 1976214노트

반응식

HRID 1976214 반응식
[CH2:1]([O:3][CH:4]1[O:8][C:7]2[CH:9]=[CH:10][CH:11]=[C:12]([OH:13])[C:6]=2[O:5]1)[CH3:2].BrC[C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][C:17]=1[O:24][CH3:25].[C:26](=O)([O-])[O-].[K+].[K+].C1OCCOCCOCCOCCOCCOC1.C1(C=CC=C(O)C=1O)O>CC(C)=O>[CH3:23][O:22][C:19]1[CH:20]=[C:21]([CH:16]=[C:17]([O:24][CH3:25])[CH:18]=1)[CH2:26][O:13][C:12]1[C:6]2[O:5][CH:4]([O:3][CH2:1][CH3:2])[O:8][C:7]=2[CH:9]=[CH:10][CH:11]=1

참가 물질

7

반응물 5

HCID 1057PyrogallolHCID 11430Potassium CarbonateHCID 2855718-Crown-6HCID 134470632-Ethoxy-benzo[1,3]dioxol-4-olHCID 151519071-(Bromomethyl)-2,4-dimethoxybenzene

생성물 1

HCID 220006654-(3,5-Dimethoxy-benzyloxy)-2-ethoxy-benzo[1,3]dioxole

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

2-Ethoxy-benzo[1,3]dioxol-4-ol (1.11 g, 6.08 mmol), 4-bromomethyl-1,3-dimethoxybenzene (1.17 g, 5.08 mmol), potassium carbonate (0.77 g, 5.59 mmol) and 18-crown-6-ether (0.13 g, 0.51 mmol) were stirred together at room temperature in acetone (40 cm3, 99%) under nitrogen for 18 hours. The solution was evaporated under reduced pressure, and the residue was taken up in dichloromethane (30 cm3) and water (30 cm3). The aqueous layer was extracted with dichloromethane (3×30 cm3), and the combined extracts were washed with water (2×50 cm3), dried (MgSO4), and evaporated under reduced pressure. The residue was chromatographed (SiO2, dichloromethane) to give the di protected pyrogallol, (1.56 g, 92%) as a clear oil.

후처리

  1. customThe solution was evaporated under reduced pressure
  2. extractionThe aqueous layer was extracted with dichloromethane (3×30 cm3)
  3. washthe combined extracts were washed with water (2×50 cm3)
  4. dry with materialdried (MgSO4)
  5. customevaporated under reduced pressure
  6. customThe residue was chromatographed (SiO2, dichloromethane)
  7. customto give the di

출처 및 근거

ORD 기록
ord-644d4b1f7098443785983ae2a6c8536d
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06225352B1

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