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

HRID 238648ノート

反応式

HRID 238648 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-68472c4992bc455aa287b92fbbf72277
出典データセット
uspto-grants-2014_02
特許番号
US08642629B2

反応ノート

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