Benzoyl chloride → (3-(2-Tert-butylphenoxy)azetidin-1-yl)(phenyl)methanone

HRID 2041975노트

반응식

HRID 2041975 반응식
[C:1]([C:5]1[CH:15]=[CH:14][CH:13]=[CH:12][C:6]=1[O:7][CH:8]1[CH2:11][NH:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[C:23](Cl)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>C1COCC1.C(OCC)(=O)C>[C:1]([C:5]1[CH:15]=[CH:14][CH:13]=[CH:12][C:6]=1[O:7][CH:8]1[CH2:9][N:10]([C:23]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:30])[CH2:11]1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

6

반응물 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 534095303-(2-Tert-butylphenoxy)azetidine

생성물 1

HCID 59577245(3-(2-Tert-butylphenoxy)azetidin-1-yl)(phenyl)methanone수율 46.5%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a stirred solution of 3-(2-tert-butylphenoxy)azetidine (0.30 g, 1.46 mmol) and triethylamine (0.16 g, 1.61 mmol) in THF (10.0 mL) was added benzoyl chloride (0.23 g, 1.61 mmol). After stirring for 16 h at room temperature, the reaction mixture was diluted with ethyl acetate, washed with water, saturated sodium chloride, dried (Na2SO4), filtered and concentrated under reduced pressure. Purification by flash column chromatography (silica gel; 85:15 to 50:50 heptane/ethyl acetate) provided (3-(2-tert-butylphenoxy)azetidin-1-yl)(phenyl)methanone (0.21 g, 46%) as a yellow solid.

후처리

  1. washwashed with water, saturated sodium chloride
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customPurification by flash column chromatography (silica gel; 85:15 to 50:50 heptane/ethyl acetate)

출처 및 근거

ORD 기록
ord-f917dc7185294bf3bf6efc6124a64456
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08586571B2

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