Water → 7-Chloro-5-ethynyl-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindol-1-one

HRID 2427756ノート

反応式

HRID 2427756 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:24]#[C:25][Si](C)(C)C)[CH:5]=[C:6]2[C:10]=1[C:9](=[O:11])[N:8]([CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][C:20]([F:23])([F:22])[F:21])=[CH:15][CH:14]=1)[CH2:7]2.C(NF)(C)(C)C.C1COCC1.O>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([C:24]#[CH:25])[CH:5]=[C:6]2[C:10]=1[C:9](=[O:11])[N:8]([CH2:12][C:13]1[CH:14]=[CH:15][C:16]([O:19][C:20]([F:23])([F:21])[F:22])=[CH:17][CH:18]=1)[CH2:7]2

参加物

5

反応物 3

HCID 962WaterHCID 579495457-Chloro-2-(4-trifluoromethoxy-benzyl)-5-trimethylsilanylethynyl-2,3-dihydro-isoindol-1-oneHCID 86635679tertiary-butyl amino fluoride THF

生成物 1

HCID 579497397-Chloro-5-ethynyl-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindol-1-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 7-chloro-2-(4-trifluoromethoxy-benzyl)-5-trimethylsilanylethynyl-2,3-dihydro-isoindol-1-one (0.100 g, 0.22 mmol) in THF (1 mL) was treated with a 1M solution of tertiary-butyl amino fluoride-THF (1 mL). The reaction mixture was stirred at ambient temperature for 2 h. After this time, GC-MS indicated that the reaction was completed. The reaction solution was poured into water (7 mL) and extracted with diethyl ether (2×20 mL). The combined organic extracts were dried over anhydrous MgSO4, filtered and concentrated to afford 7-chloro-5-ethynyl-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindol-1-one. The material was used without purification.

後処理

  1. extractionextracted with diethyl ether (2×20 mL)
  2. dry with materialThe combined organic extracts were dried over anhydrous MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-dfbc4ac8c0b34764b1b21b69a1acc58c
出典データセット
uspto-grants-2011_06
特許番号
US07968570B2

反応ノート

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