Triethylamine → [2-Amino-5-(2-methyl-1,3-dioxolan-2-yl)phenyl](phenyl)methanone

HRID 1380008ノート

反応式

HRID 1380008 の反応式
[CH3:1][C:2]1([C:7]2[CH:8]=[CH:9][C:10]3[C:11]([CH:21]=2)=[C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[O:13][N:14]=3)[O:6][CH2:5][CH2:4][O:3]1.C(N(CC)CC)C>[Pd].O1CCCC1>[NH2:14][C:10]1[CH:9]=[CH:8][C:7]([C:2]2([CH3:1])[O:3][CH2:4][CH2:5][O:6]2)=[CH:21][C:11]=1[C:12]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)=[O:13]

参加物

5

反応物 2

HCID 8471TriethylamineHCID 6497105-(2-Methyl-1,3-dioxolan-2-yl)-3-phenyl-2,1-benzoxazole

生成物 1

HCID 21828105[2-Amino-5-(2-methyl-1,3-dioxolan-2-yl)phenyl](phenyl)methanone収率 89.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

5-(2-Methyl-1,3-dioxolan-2yl)-3-phenyl-2,1-benzisoxazole (1.50 g, 5.3 m mol), triethyl amine (0.3 ml) and 5% palladium on carbon (0.15 g) were combined in dry tetrahydrofuran (13 ml). The apparatus wa flushed with nitrogen and then hydrogen. A static hydrogen atmosphere was maintained (1 atm.) and the progress of the reaction followed by gas chromatography. The starting material and product have retention times of 11.15 and 11.33 min. respectively. When conversion was complete, the mixture was filtered through a pad of Celite to yield a clear yellow solution. Evaporation of the solution yielded a yellow solid (1.35 g) of mp. 108°-111° C.

後処理

  1. customThe apparatus wa flushed with nitrogen
  2. temperatureA static hydrogen atmosphere was maintained (1 atm.)
  3. customretention times of 11.15 and 11.33 min.
  4. filtrationthe mixture was filtered through a pad of Celite
  5. customto yield a clear yellow solution
  6. customEvaporation of the solution

出典と根拠

ORDレコード
ord-7916e66951aa4045a2a503851fc4f45d
出典データセット
uspto-grants-1986_04
特許番号
US04579679

反応ノート

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