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

HRID 49154노트

반응식

HRID 49154 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6ab78729e17448358004cb22c51c592f
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06706723B2

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