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Ethyl Acetate → 2-(4-((2,4-Dioxothiazolidin-5-YL)methyl)phenoxy)acetic acid

HRID 413786
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HRID 413786 반응식
C([O:5][C:6](=[O:42])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]2[S:20][C:19](=[O:21])[N:18](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[C:17]2=[O:41])=[CH:11][CH:10]=1)(C)(C)C.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(OCC)(=O)C>C1(C)C=CC=CC=1>[O:21]=[C:19]1[NH:18][C:17](=[O:41])[CH:16]([CH2:15][C:12]2[CH:13]=[CH:14][C:9]([O:8][CH2:7][C:6]([OH:42])=[O:5])=[CH:10][CH:11]=2)[S:20]1
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참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 521998p-Toluenesulfonic acid monohydrateHCID 121120364-(2,4-Dioxo-3-tritylthiazolidin-5-ylmethyl)phenoxyacetic acid t-butyl ester

생성물 1

HCID 113234852-(4-((2,4-Dioxothiazolidin-5-YL)methyl)phenoxy)acetic acid수율 83.1%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
25 °C

실험 절차

To a solution of 4-(2,4-dioxo-3-tritylthiazolidin-5-ylmethyl)phenoxyacetic acid t-butyl ester (6.2 g) (obtained in Reference Example 5) in toluene (25 ml) was added p-toluenesulfonic acid monohydrate (204 mg). The resulting mixture was heated under reflux for 3 hours. Ethyl acetate (10 ml) was added while heating and then the mixture stirred at 25° C. for 1.5 hours. The resulting crystals were collected by filtration to afford the desired compound (2.5 g).

후처리

  1. temperatureThe resulting mixture was heated
  2. temperatureunder reflux for 3 hours
  3. temperaturewhile heating
  4. filtrationThe resulting crystals were collected by filtration

출처 및 근거

ORD 기록
ord-b59c13c995364b11ae90ad5d26b015e6
출처 데이터셋
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06569877B2

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