Chloride → Benzoic acid, 4-(phenylmethoxy)-, 1-(trifluoromethyl)nonyl ester

HRID 247782

反応式

HRID 247782 の反応式
[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13](Cl)=[O:14])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:18][C:19]([F:31])([F:30])[CH:20]([OH:29])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28].CN(C1C=CC=CN=1)C.[Cl-]>C(Cl)Cl.C(N(CC)CC)C>[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([O:29][CH:20]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[C:19]([F:18])([F:30])[F:31])=[O:14])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 312ChlorideHCID 218852-DimethylaminopyridineHCID 37664104-BenzyloxybenzoylchlorideHCID 38644641,1,1-Trifluorodecan-2-ol

生成物 1

HCID 14745753Benzoic acid, 4-(phenylmethoxy)-, 1-(trifluoromethyl)nonyl ester収率 96.3%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8471Triethylamine溶媒

実験手順

To a solution of 4-benzyloxybenzoic acid chloride (1.23 g) in methylene chloride (10 ml) was slowly added under ice cooling a solution of optically active 1,1,1-trifluoro-2-decanol (0.96 g), dimethylaminopyridine (0.55 g) and triethylamine (0.48 g) in methylane chloride (20 ml). The mixture was left to stand until it reached room temperature and allowed to react overnight. The mixture was poured in ice water and extracted with methylene chloride. The extracted layer was washed with dilute aqueous hydrochloric acid solution, water, 1N aqueous sodium carbonate solution and water in this order, and was dried over anhydrous magnesium sulfate. After the solution was distilled to remove the solvent, the crude product thus obtained was purified by toluene-silica-gel column chromatography and recrystallized from ethanol to obtain the titled compound (1.84 g).

後処理

  1. waitThe mixture was left
  2. customreached room temperature
  3. customto react overnight
  4. extractionextracted with methylene chloride
  5. washThe extracted layer was washed with dilute aqueous hydrochloric acid solution, water, 1N aqueous sodium carbonate solution and water in this order
  6. dry with materialwas dried over anhydrous magnesium sulfate
  7. distillationAfter the solution was distilled
  8. customto remove the solvent
  9. customthe crude product thus obtained
  10. customwas purified by toluene-silica-gel column chromatography
  11. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-859e072770fa41648e889dcb531ae8cb
出典データセット
uspto-grants-1993_05
特許番号
US05207947

関連ノート

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