Ammonium Chloride → 4-Fluoro-2-[1-(4-methoxy-benzyl)-1h-benzotriazol-4-yloxy]-benzoic acid methyl ester

HRID 1043171ノート

反応式

HRID 1043171 の反応式
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]([CH2:7][N:8]2[C:12]3[CH:13]=[CH:14][CH:15]=[C:16]([OH:17])[C:11]=3[N:10]=[N:9]2)=[CH:5][CH:4]=1.F[C:21]1[CH:30]=[C:29]([F:31])[CH:28]=[CH:27][C:22]=1[C:23]([O:25][CH3:26])=[O:24].CC(C)([O-])C.[K+].[Cl-].[NH4+]>COCCOCCOC>[CH3:26][O:25][C:23](=[O:24])[C:22]1[CH:21]=[CH:30][C:29]([F:31])=[CH:28][C:27]=1[O:17][C:16]1[C:11]2[N:10]=[N:9][N:8]([CH2:7][C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:19][CH:18]=3)[C:12]=2[CH:13]=[CH:14][CH:15]=1

参加物

6

反応物 4

HCID 25517Ammonium ChlorideHCID 2782897Methyl 2,4-DifluorobenzoateHCID 23665647Potassium tert-butoxideHCID 1363439141-(4-methoxybenzyl)-1H-1,2,3-benzotriazol-4-ol

生成物 1

HCID 672269974-Fluoro-2-[1-(4-methoxy-benzyl)-1h-benzotriazol-4-yloxy]-benzoic acid methyl ester

試薬・触媒・溶媒 1

HCID 8150Diglyme溶媒

反応条件

温度
100 °C

実験手順

To a solution of EXAMPLE 342C (990 mg) and methyl 2,4-difluorobenzoate (734 mg) in diglyme (40 mL) was added potassium tert-butoxide (1M in tetrahydrofuran, 4.07 mL). The solution was heated to 100° C. for 16 hours, cooled, added to saturated ammonium chloride, and extracted with 70% ethyl acetate in hexanes. The extract was washed with brine, dried over anhydrous sodium sulfate, filtered, concentrated and purified by flash column chromatography on silica gel using 30% ethyl acetate in hexanes.

後処理

  1. temperaturecooled
  2. extractionextracted with 70% ethyl acetate in hexanes
  3. washThe extract was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. custompurified by flash column chromatography on silica gel using 30% ethyl acetate in hexanes

出典と根拠

ORDレコード
ord-f92252af2a9e4897bfbee7166cdab0d9
出典データセット
uspto-grants-2013_10
特許番号
US08557983B2

反応ノート

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