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Triethylamine → N-[3-(3,4-bis(trifluoromethyl)benzyloxy)-2-phenylpropyl]-4-fluorobenzamide

HRID 548203
ノート
印刷プレビュー

反応式

HRID 548203 の反応式
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.Cl.[F:12][C:13]([F:37])([F:36])[C:14]1[CH:15]=[C:16]([CH:29]=[C:30](C(F)(F)F)[CH:31]=1)[CH2:17][O:18][CH2:19][CH:20]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:21][NH2:22].C(N(CC)CC)C>C(Cl)Cl>[F:36][C:13]([F:37])([F:12])[C:14]1[CH:15]=[C:16]([CH:29]=[CH:30][C:31]=1[C:13]([F:37])([F:36])[F:12])[CH2:17][O:18][CH2:19][CH:20]([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)[CH2:21][NH:22][C:6](=[O:7])[C:5]1[CH:9]=[CH:10][C:2]([F:1])=[CH:3][CH:4]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 678794-Fluorobenzoyl chlorideHCID 866240403-(3,5-Bis(trifluoromethyl)benzyloxy)-2-phenylpropylamine hydrochloride

生成物 1

HCID 86624052N-[3-(3,4-bis(trifluoromethyl)benzyloxy)-2-phenylpropyl]-4-fluorobenzamide収率 188.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 4-fluorobenzoyl chloride (1.2 mL, 10 mmol) in CH2Cl2 (20 mL) was dropped into a solution of the compound produced in Example 17 (3.31 g, 8.0 mmol) and triethylamine (2.8 mL, 20 mmol) in CH2Cl2 (50 mL) during 30 minutes under cooling with ice. After the solvent was evaporated therefrom in vacuo, water was added to the residue and the mixture was extracted with ethyl acetate. The organic layers were combined, washed with water and a saturated saline solution and dried over anhydrous sodium sulfate. The residual oily product produced by evaporation of the solvent therefrom in vacuo was crystallized from petroleum ether to give the Compound 57 (3.76 g, 94%).

後処理

  1. temperatureunder cooling with ice
  2. customAfter the solvent was evaporated
  3. additionin vacuo, water was added to the residue
  4. extractionthe mixture was extracted with ethyl acetate
  5. washwashed with water
  6. dry with materiala saturated saline solution and dried over anhydrous sodium sulfate
  7. customThe residual oily product produced by evaporation of the solvent
  8. customin vacuo was crystallized from petroleum ether

出典と根拠

ORDレコード
ord-302690a9682642b394ab6888491b5004
出典データセット
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07939552B2

反応ノート

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