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Tetrahydrofuran → HCID 15614950, 화합물

HRID 620349
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HRID 620349 반응식
[F:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:16][CH3:17])[C:8]=2[C:12]([F:15])([F:14])[F:13])[C:3]=1C(O)=O.[CH2:21]([O:23][C:24]([N:26]=[C:27]=NC(C)(C)C)=[O:25])[CH3:22].C1C[O:36]CC1>>[F:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:16][CH3:17])[C:8]=2[C:12]([F:15])([F:14])[F:13])[C:3]=1[C:27]([NH:26][C:24](=[O:25])[O:23][CH2:21][CH3:22])=[O:36]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 8028TetrahydrofuranHCID 13839325HCID 13839325, 화합물HCID 15614934HCID 15614934, 화합물

생성물 1

HCID 15614950HCID 15614950, 화합물

실험 절차

According to the procedure of O. Mitsunobu et al, Bull. Chem. Soc. Japan, 45, 3607 (1972), a solution of 2-fluoro-6-methoxy-5-(trifluoromethyl)-1-naphthoic acid (2.30 g, 8.00 mmol, prepared by the process of Example 10), and ethoxycarbonyl-t-butylcarbodiimide (1.50 g, 1.1 eq) in anhydrous THF (40 mL) was heated to reflux for 21/2 hours under a dry nitrogen atmosphere. The reaction was cooled to room temperature and the THF was removed. The crude product was triturated with ether to provide the title compound as an off white solid (2.37 g, 82%). A small sample was recrystallized from CHCl3 :petroleum ether for analysis, m.p. 172°-174° C.

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 21/2 hours under a dry nitrogen atmosphere
  3. customthe THF was removed
  4. customThe crude product was triturated with ether

출처 및 근거

ORD 기록
ord-d2eea82ca8024102b747e37639c45483
출처 데이터셋
uspto-grants-1989_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04820727

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