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Hydrochloric Acid → HCID 21939720、化合物

HRID 1242954
ノート
印刷プレビュー

反応式

HRID 1242954 の反応式
Cl.[CH3:2][N:3]([CH3:20])[CH2:4][CH2:5][C:6]1[CH2:15][CH2:14][C:13]2[CH:12]=[C:11]([NH:16][C:17](=[O:19])[CH3:18])[CH:10]=[CH:9][C:8]=2[CH:7]=1.CCN=C=NCCCN(C)C.[C:32]1([C:41]2[CH:46]=[CH:45]C=[CH:43][CH:42]=2)[CH:37]=[CH:36][C:35](C(O)=O)=[CH:34][CH:33]=1>CN(C1C=CN=CC=1)C.C(OCC)(=O)C.CN(C)C=O>[CH3:20][N:3]([CH3:2])[CH2:4][CH2:5][C:6]1[CH2:15][CH2:14][C:13]2[CH:12]=[C:11]([NH:16][C:17]([C:18]3[CH:43]=[CH:42][C:41]([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)=[CH:46][CH:45]=3)=[O:19])[CH:10]=[CH:9][C:8]=2[CH:7]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 66724(1,1'-Biphenyl)-4-carboxylic acidHCID 21939837HCID 21939837、化合物

生成物 1

HCID 21939720HCID 21939720、化合物収率 22.5%

試薬・触媒・溶媒 3

HCID 14284
4-(Dimethylamino)pyridine
触媒
HCID 6228Dimethylformamide溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

Concentrated hydrochloric acid (1.5 ml) was added to N-[6-[2-(dimethylamino)ethyl]-7,8-dihydro-2-naphthalenyl]acetamide (57.5 mg, 0.223 mmol) obtained in Reference Example 104, which was stirred at 100° C. for 1 hour. The solvent was distilled out under reduced pressure. Ethyl acetate was added to the residue, which was washed with aqueous potassium carbonate solution and saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and then the solvent was distilled out under reduced pressure. WSC (29.2 mg, 0.139 mmol) was added to a dimethylformamide solution (0.7 ml) of the resulting oily substance (30 mg, 0.139 mmol), [1,1′-biphenyl]-4-carboxylic acid (30.2 mg, 0.139 mmol) and DMAP (16.9 mg, 0.139 mmol) under ice-cooling, which was stirred at room temperature for 16 hours. Ethyl acetate was added to the reaction mixture, which was washed with aqueous potassium carbonate solution and saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and then the solvent was distilled out under reduced pressure. The resulting residue was purified by aluminum column chromatography (development solvent; ethyl acetate), powdered with ethyl acetate-isopropyl ether (1:5), to give the titled compound (12.4 mg).

後処理

  1. customobtained in Reference Example 104, which
  2. distillationThe solvent was distilled out under reduced pressure
  3. additionEthyl acetate was added to the residue, which
  4. washwas washed with aqueous potassium carbonate solution and saturated aqueous sodium chloride solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled out under reduced pressure
  7. temperaturecooling
  8. stirringwhich was stirred at room temperature for 16 hours
  9. washwas washed with aqueous potassium carbonate solution and saturated aqueous sodium chloride solution
  10. dry with materialdried over anhydrous sodium sulfate
  11. distillationthe solvent was distilled out under reduced pressure
  12. customThe resulting residue was purified by aluminum column chromatography (development solvent; ethyl acetate)

出典と根拠

ORDレコード
ord-8e3fd3392ccc4c34aceea08b09454f9a
出典データセット
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07115750B1

反応ノート

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