Methanol → 1-[2-Methoxy-5-(4-methoxy-naphthalene-1-sulfonyl)phenyl] piperazine

HRID 2416672ノート

反応式

HRID 2416672 の反応式
F[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([S:12]([C:15]2[CH:16]=[CH:17][C:18]([O:27][CH3:28])=[C:19]([N:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)[CH:20]=2)(=[O:14])=[O:13])=[CH:4][CH:3]=1.[OH-:29].[Na+].O.[CH3:32]O>>[CH3:28][O:27][C:18]1[CH:17]=[CH:16][C:15]([S:12]([C:5]2[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[C:2]([O:29][CH3:32])=[CH:3][CH:4]=2)(=[O:14])=[O:13])=[CH:20][C:19]=1[N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1

参加物

5

反応物 4

HCID 887MethanolHCID 962WaterHCID 14798Sodium HydroxideHCID 101356191-[5-(4-Fluoro-naphthalene-1-sulfonyl)2-methoxyphenyl] piperazine

生成物 1

HCID 102731151-[2-Methoxy-5-(4-methoxy-naphthalene-1-sulfonyl)phenyl] piperazine

実験手順

To a solution of 1-[5-(4-fluoro-naphthalene-1-sulfonyl)2-methoxyphenyl] piperazine (0.050 g; 0.12 mmol) prepared in example 4 in methanol (2 mL) was added a solution of 6N NaOH (0.5 mL). After stirring at 80° C. for 30 min water was added (10 ml) and the mixture was extracted into ethyl acetate (20 mL). The organic phase was extracted into 2N aqueous HCl. The aqueous layer was adjusted with 6N NaOH solution to pH 14 and extracted with ethyl acetate. The organic phase was dried (Na2SO4) and concentrated in vacuo to give 1-[2-methoxy-5-(4-methoxy-naphthalene-1-sulfonyl)phenyl] piperazine (501) as a white solid (0.043 g; 88%). The hydrochloride salt was prepared from ethanol-hydrogen chloride, m. p. 240.243.0° C.

後処理

  1. additionwas added (10 ml)
  2. extractionthe mixture was extracted into ethyl acetate (20 mL)
  3. extractionThe organic phase was extracted into 2N aqueous HCl
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic phase was dried (Na2SO4)
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-9333077c6f2541afa1be6a1f3fc16a61
出典データセット
uspto-grants-2004_11
特許番号
US06825202B2

反応ノート

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