Methylamine → 4-(4-hydroxy-phenoxy)-N-methyl-benzamide

HRID 49154ノート

反応式

HRID 49154 の反応式
[OH:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:15]=[CH:14][C:10]([C:11](O)=[O:12])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[CH2:18]([N:20](CC)CC)C.COC(Cl)=O.CN>O.O1CCCC1>[OH:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:15]=[CH:14][C:10]([C:11]([NH:20][CH3:18])=[O:12])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 6329MethylamineHCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 6155424-(4-Hydroxy-phenoxy)-benzoic acid

生成物 1

HCID 181840264-(4-hydroxy-phenoxy)-N-methyl-benzamide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture of 4-(4-Hydroxy-phenoxy)-benzoic acid (0.25 g, 1.09 mmol), triethylamine (0.15 mL, 1.07 mmol) and tetrahydrofuran (THF) (5.0 mL) at 0° C. was added methylchloroformate (0.084 mL, 0.10 g, 1.1 mmol). After stirring for 15 minutes, excess methylamine was added via a sparge tube, and stirring was continued for 10 minutes. The mixture was diluted with water, extracted three times with ethyl acetate, and the combined organic phases were dried over Na2SO4, filtered and concentrated in vacuo, affording 1 4-(4-Hydroxy-phenoxy)-N-methyl-benzamide as a colorless syrup.

後処理

  1. stirringstirring
  2. waitwas continued for 10 minutes
  3. extractionextracted three times with ethyl acetate
  4. dry with materialthe combined organic phases were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-6ab78729e17448358004cb22c51c592f
出典データセット
uspto-grants-2004_03
特許番号
US06706723B2

反応ノート

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