Triethylamine → 1-Acetyl-4-[(benzoxazol-5-yl)imino]-2-methyl-1,2,3,4-tetrahydroquinoline

HRID 2167263

反応式

HRID 2167263 の反応式
[C:1]([N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7](=O)[CH2:6][CH:5]1[CH3:15])(=[O:3])[CH3:2].[NH2:16][C:17]1[CH:18]=[CH:19][C:20]2[O:24][CH:23]=[N:22][C:21]=2[CH:25]=1.C(N(CC)CC)C>C(Cl)Cl.[Ti](Cl)(Cl)(Cl)Cl>[C:1]([N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7](=[N:16][C:17]2[CH:18]=[CH:19][C:20]3[O:24][CH:23]=[N:22][C:21]=3[CH:25]=2)[CH2:6][CH:5]1[CH3:15])(=[O:3])[CH3:2]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 5895634(1H)-Quinolinone, 1-acetyl-2,3-dihydro-2-methyl-HCID 14821881,3-Benzoxazol-5-amine

生成物 1

HCID 666251671-Acetyl-4-[(benzoxazol-5-yl)imino]-2-methyl-1,2,3,4-tetrahydroquinoline

試薬・触媒・溶媒 2

HCID 24193Titanium Tetrachloride触媒HCID 6344Dichloromethane溶媒

実験手順

[Step 1] 177 mg of 1-acetyl-4-oxo-2-methyl-1,2,3,4-tetrahydroquinoline and 77 mg of 5-aminobenzoxazole were dissolved in 2 mL of methylene chloride, and 0.32 mL of triethylamine and 0.57 mL of titanium tetrachloride (1.0 M dichloromethane solution) were added to the solution under ice cooling. The mixture was stirred for 16 hours at room temperature. After completion of the reaction, the reaction liquid was filtered through Celite, and was concentrated under reduced pressure. Thus, a crude product of 1-acetyl-4-[(benzoxazol-5-yl)imino]-2-methyl-1,2,3,4-tetrahydroquinoline was obtained as a pale brown solid.

後処理

  1. customAfter completion of the reaction
  2. customthe reaction liquid
  3. filtrationwas filtered through Celite
  4. concentrationwas concentrated under reduced pressure

出典と根拠

ORDレコード
ord-71cc91f2f37c45549dc9943aac84646b
出典データセット
uspto-grants-2015_06
特許番号
US09045423B2

関連ノート

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