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Hydrochloric Acid → 2-Methyl-5-(3-methyl-1,2,4-oxadiazol-5-yl)phenol

HRID 2081108
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HRID 2081108 반응식
COC[O:4][C:5]1[CH:6]=[C:7]([C:12]2[O:16][N:15]=[C:14]([CH3:17])[N:13]=2)[CH:8]=[CH:9][C:10]=1[CH3:11].Cl>O1CCCC1.CC(O)C.O1CCOCC1>[CH3:11][C:10]1[CH:9]=[CH:8][C:7]([C:12]2[O:16][N:15]=[C:14]([CH3:17])[N:13]=2)=[CH:6][C:5]=1[OH:4]
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참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 596497235-(3-Methoxymethoxy-4-methyl-phenyl)-3-methyl-[1,2,4]oxadiazole

생성물 1

HCID 575815912-Methyl-5-(3-methyl-1,2,4-oxadiazol-5-yl)phenol

시약·촉매·용매 2

HCID 312751,4-Dioxane용매HCID 22597222Tetrahydrofuran 2-propanol용매

실험 절차

To a solution of 5-(3-methyloxymethoxy-4-methyl-phenyl)-3-methyl-[1,2,4]oxadiazole (1.23 g, 5.25 mmol) (from Example 51 supra) in tetrahydrofuran/2-propanol (1:1, 30 mL) was added 13.1 mL of 4M HCl in dioxane (Aldrich). The reaction mixture was stirred at room temperature for 18 hours. The solution was concentrated. The residue was diluted with ethyl acetate, washed with water and brine, dried (magnesium sulfate) and concentrated. The residue was recrystallized from ethyl acetate/hexanes and dried to give 2-methyl-5-(3-methyl-[1,2,4]oxadiazol-5-yl)-phenol. (Yield 0.88 g, 88%).

후처리

  1. concentrationThe solution was concentrated
  2. additionThe residue was diluted with ethyl acetate
  3. washwashed with water and brine
  4. dry with materialdried (magnesium sulfate)
  5. concentrationconcentrated
  6. customThe residue was recrystallized from ethyl acetate/hexanes
  7. customdried

출처 및 근거

ORD 기록
ord-e8743ebed8264a76adbef997919a0431
출처 데이터셋
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07932390B2

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