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Triethylamine → 2-Acetylamino-5-(3-methanesulfonyloxypropoxy)benzoic acid methyl ester

HRID 1157446
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HRID 1157446 반응식
[CH3:1][O:2][C:3](=[O:19])[C:4]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12][CH2:13][OH:14])[CH:7]=[CH:6][C:5]=1[NH:15][C:16](=[O:18])[CH3:17].[CH3:20][S:21](Cl)(=[O:23])=[O:22].C(N(CC)CC)C>ClCCl.C(OCC)(=O)C>[CH3:1][O:2][C:3](=[O:19])[C:4]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12][CH2:13][O:14][S:21]([CH3:20])(=[O:23])=[O:22])[CH:7]=[CH:6][C:5]=1[NH:15][C:16](=[O:18])[CH3:17]
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참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 685215492-Acetylamino-5-(3-hydroxypropoxy)benzoic acid methyl ester

생성물 1

HCID 866229032-Acetylamino-5-(3-methanesulfonyloxypropoxy)benzoic acid methyl ester

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857
Ethyl Acetate
용매

실험 절차

To a solution of 2-acetylamino-5-(3-hydroxypropoxy)benzoic acid methyl ester (689 mg, 2.6 mmol) in dichloromethane (25 mL) cooled to 0° C. were added methanesulfonyl chloride (1 mL, 12.9 mmol) and triethylamine (3.6 mL, 25.8 mmol). The mixture was warmed to room temperature and stirred for 2.5 h. The mixture was diluted with ethyl acetate (100 mL) and washed with 1 N HCl (aq.) (1×50 mL), sat. NaHCO3 (aq.) (1×50 mL) and brine (1×50 mL). The organic layer was dried (MgSO4), filtered and concentrated in vacuo. Crude 2-acetylamino-5-(3-methanesulfonyloxypropoxy)benzoic acid methyl ester thus obtained was used without further purification in the next step.

후처리

  1. washwashed with 1 N HCl (aq.) (1×50 mL), sat. NaHCO3 (aq.) (1×50 mL) and brine (1×50 mL)
  2. dry with materialThe organic layer was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-8a18c6b5825c4fe08ce63b558d4ce838
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07807686B2

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