Lithium Hydroxide → 2-Ethoxy-4-(trifluoromethyl)benzoic acid

HRID 1042456

반응식

HRID 1042456 반응식
C([O:3][C:4](=[O:18])[C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][C:6]=1[O:15][CH2:16][CH3:17])C.[Li+].[OH-]>C1COCC1.CO>[CH2:16]([O:15][C:6]1[CH:7]=[C:8]([C:11]([F:12])([F:13])[F:14])[CH:9]=[CH:10][C:5]=1[C:4]([OH:18])=[O:3])[CH3:17]

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 66857656Ethyl 2-ethoxy-4-(trifluoromethyl)benzoate

생성물 1

HCID 224943272-Ethoxy-4-(trifluoromethyl)benzoic acid수율 88%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

2-Hydroxy-4-trifluoromethyl-benzoic acid (1.20 g, 5.82 mmol) was reacted with ethyliodide (2.2 eq) and K2CO3 (1.69 g) in DMF solution. The reaction mixture was quenched by adding H2O. The mixture was extracted with ethyl acetate (40 ml×3). A combined organic layer was washed sat NaHCO3 solution (30 ml), H2O (40 ml×5), and brine, and then dried over MgSO4. The filterate was concentrated in vacuo to yield 2-ethoxy-4-trifluoromethyl benzoic acid ethyl ester. The ester obtained above was reacted with 1 N LiOH (15 ml) in THF and CH3OH cosolvent for 2 hrs as described above to yield title compound (1.20 g, 88%)

출처 및 근거

ORD 기록
ord-8a1f172a9cbe401b91b5ef256879c430
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08557872B2

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