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Hydrochloric Acid → HCID 19041628, 화합물

HRID 1684002
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HRID 1684002 반응식
[Br:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][N:7]([C:9]2[CH:14]=[CH:13][C:12]([Br:15])=[CH:11][CH:10]=2)N)=[CH:4][CH:3]=1.O=[C:19]([CH3:32])[CH2:20][CH2:21][C:22]1[CH:31]=[CH:30][CH:29]=[CH:28][C:23]=1[C:24]([O:26][CH3:27])=[O:25].Cl>O1CCOCC1>[Br:15][C:12]1[CH:11]=[C:10]2[C:9](=[CH:14][CH:13]=1)[N:7]([CH2:6][C:5]1[CH:16]=[CH:17][C:2]([Br:1])=[CH:3][CH:4]=1)[C:19]([CH3:32])=[C:20]2[CH2:21][C:22]1[CH:31]=[CH:30][CH:29]=[CH:28][C:23]=1[C:24]([O:26][CH3:27])=[O:25]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 3237420Methyl 2-(3-oxobutyl)benzoateHCID 19041651HCID 19041651, 화합물

생성물 1

HCID 19041628HCID 19041628, 화합물수율 39.3%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

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온도
70 °C

실험 절차

To a room temperature solution of N-(4-bromobenzyl)-N-(4-bromophenyl)hydrazine (335 mg, 0.941 mmol) and methyl 2-(3-oxobutyl)benzoate (202 mg, 0.98 mmol) in 6 mL dioxane was added 1.5 mL of 4N HCl solution in dioxane. Heated to 70° C. for 16 h, then concentrated, the residue was partitioned between EtOAc and water, then washed with 1M HCl and brine. Dried over sodium sulfate, filtered and concentrated. Purification by flash chromatography (40% CH2Cl2 /Hexanes) provided 195 mg of the title compound.

후처리

  1. concentrationconcentrated
  2. customthe residue was partitioned between EtOAc and water
  3. washwashed with 1M HCl and brine
  4. dry with materialDried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customPurification by flash chromatography (40% CH2Cl2 /Hexanes)

출처 및 근거

ORD 기록
ord-176559faafca41fa9d7a3dcb5301e3d1
출처 데이터셋
uspto-grants-1997_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05639780

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