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Triethylamine → 2-[4-(5-Methyl-2-phenyl-4-oxazolylmethoxy)phenyl]ethyl methanesulfonate

HRID 349905
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HRID 349905 반응식
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH3:6][C:7]1[O:11][C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:9][C:8]=1[CH2:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][OH:28])=[CH:22][CH:21]=1.C(N(CC)CC)C.C(OCC)(=O)C>O>[CH3:1][S:2]([O:28][CH2:27][CH2:26][C:23]1[CH:22]=[CH:21][C:20]([O:19][CH2:18][C:8]2[N:9]=[C:10]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[O:11][C:7]=2[CH3:6])=[CH:25][CH:24]=1)(=[O:4])=[O:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 31297Methanesulfonyl chlorideHCID 691720772-[4-(5-Methyl-2-phenyl-4-oxazolylmethoxy)phenyl]ethan-1-ol

생성물 1

HCID 867604162-[4-(5-Methyl-2-phenyl-4-oxazolylmethoxy)phenyl]ethyl methanesulfonate수율 96.3%

시약·촉매·용매 1

HCID 962
Water
용매

실험 절차

Methanesulfonyl chloride (3.37 g) was added dropwise to a mixture of 2-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]ethan-1-ol (7.0 g), triethylamine (2.97 g), and ethyl acetate (300 ml) at 0° C., and the mixture was stirred for 3 hours at room temperature. The reaction mixture was poured into water, which was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium bicarbonate, 1N hydrochloric acid and then with saturated aqueous sodium chloride solution, then dried (MgSO4), and concentrated. The crystals obtained were collected by filtration to yield 2-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]ethyl methanesulfonate (8.44 g, yield: 96%). This was recrystallized from ethyl acetate-hexane. Melting point: 66–67° C.

후처리

  1. extractionwas extracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with saturated aqueous sodium bicarbonate, 1N hydrochloric acid
  3. dry with materialwith saturated aqueous sodium chloride solution, then dried (MgSO4)
  4. concentrationconcentrated
  5. customThe crystals obtained
  6. filtrationwere collected by filtration

출처 및 근거

ORD 기록
ord-c3290d0df06b457797acaa0291625be1
출처 데이터셋
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07179823B1

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