Hydrochloric Acid → (3-Ethyl-6-fluoro-4-hydroxy-naphthalen-2-yl)-acetic acid methyl ester

HRID 238648노트

반응식

HRID 238648 반응식
[CH3:1][O:2][C:3](=[O:22])[CH2:4][C:5]1[C:14]([CH2:15][CH3:16])=[C:13]([O:17]C(=O)C)[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([F:21])[CH:11]=2)[CH:6]=1.C[O-].[Na+].Cl>CO>[CH3:1][O:2][C:3](=[O:22])[CH2:4][C:5]1[C:14]([CH2:15][CH3:16])=[C:13]([OH:17])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([F:21])[CH:11]=2)[CH:6]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 10942334Sodium MethoxideHCID 59326550(4-Acetoxy-3-ethyl-6-fluoro-naphthalen-2-yl)acetic acid methyl ester

생성물 1

HCID 59326490(3-Ethyl-6-fluoro-4-hydroxy-naphthalen-2-yl)-acetic acid methyl ester수율 97.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of (4-acetoxy-3-ethyl-6-fluoro-naphthalen-2-yl)-acetic acid methyl ester (50 mg, 0.164 mmol), sodium methoxide (13 mg, 0.247 mmol), and methanol (4 mL) was stirred at room temperature for 2 hours. After the reaction mixture was acidified with concentrated hydrochloric acid to pH 5, a precipitate formed, which was then collected by filtration, and dissolved in ethyl acetate (20 mL). The organic solution was dried over sodium sulfate, and concentrated in vacuo to afford the crude product of (3-ethyl-6-fluoro-4-hydroxy-naphthalen-2-yl)-acetic acid methyl ester (42 mg, 97.7%) as a light yellow solid.

후처리

  1. customa precipitate formed
  2. filtrationwhich was then collected by filtration
  3. dissolutiondissolved in ethyl acetate (20 mL)
  4. dry with materialThe organic solution was dried over sodium sulfate
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-68472c4992bc455aa287b92fbbf72277
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642629B2

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