Ammonium Chloride → HCID 178486612, 화합물

HRID 480474노트

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HRID 480474 반응식
C(OC[N:10]1[CH:14]=[C:13](I)[N:12]=[CH:11]1)C1C=CC=CC=1.C([Mg]Br)C.[CH3:20][O:21][C:22]1[CH:23]=[C:24]2[C:29](=[CH:30][C:31]=1[O:32][CH3:33])[CH:28]=[C:27]([C:34](=[O:38])[CH:35]([CH3:37])[CH3:36])[CH:26]=[CH:25]2.[Cl-].[NH4+]>ClCCl.C1COCC1.O>[CH3:20][O:21][C:22]1[CH:23]=[C:24]2[C:29](=[CH:30][C:31]=1[O:32][CH3:33])[CH:28]=[C:27]([C@@:34]([C:14]1[N:10]=[CH:11][NH:12][CH:13]=1)([OH:38])[CH:35]([CH3:36])[CH3:37])[CH:26]=[CH:25]2

참가 물질

8

반응물 4

HCID 25517Ammonium ChlorideHCID 10860166HCID 10860166, 화합물HCID 114142376,7-Dimethoxy-2-isobutyrylnaphthaleneHCID 178418443HCID 178418443, 화합물

생성물 1

HCID 178486612HCID 178486612, 화합물수율 71.5%

시약·촉매·용매 3

HCID 962Water용매HCID 6344Dichloromethane용매2회HCID 8028Tetrahydrofuran용매

실험 절차

1-benzyloxymethyl-4-iodoimidazole (31.5 g) was dissolved in dichloromethane (500 mL) under argon atmosphere. A solution of ethylmagnesium bromide in THF (0.96M; 110 mL) was added dropwise to the solution with keeping the reaction temperature below 8° C. and the mixture was stirred for 1 h. A solution of 6,7-dimethoxy-2-isobutyrylnaphthalene (31 g) in dichloromethane (50 mL) was added to the mixture and stirred at room temperature for 24 h. Saturated ammonium chloride solution (150 mL) and water (350 mL) were added to the mixture, and organic layer was concentrated. The residue was dissolved in THF (200 mL)-ethyl acetate (1 L), washed with water and brine, dried over Na2SO4 and concentrated in vacuo to one tenth of initial volume. The crystals were collected and washed with ethyl acetate to give the titled compound (23.4 g) as colorless crystals. Second crystals (4.53 g) were recovered from the mother liquor.

후처리

  1. customthe reaction temperature below 8° C.
  2. stirringstirred at room temperature for 24 h
  3. concentrationwas concentrated
  4. dissolutionThe residue was dissolved in THF (200 mL)-ethyl acetate (1 L)
  5. washwashed with water and brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo to one tenth of initial volume
  8. customThe crystals were collected
  9. washwashed with ethyl acetate

출처 및 근거

ORD 기록
ord-5faf2e51b10b4a04bfabc8f63869956d
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06649643B1

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