Sodium Hydroxide → 1-[(1-Benzofuran-2-carbonyl)amino]cyclohexane-1-carboxylic acid

HRID 1392381노트

반응식

HRID 1392381 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]([NH:12][C:13]1([C:19]([O:21]C)=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:11].[OH-].[Na+]>CO.O>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]([NH:12][C:13]1([C:19]([OH:21])=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:11]

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 25605173methyl 1-[N-(benzofuran-2-ylcarbonyl)amino]-1-cyclohexanecarboxylate

생성물 1

HCID 246996681-[(1-Benzofuran-2-carbonyl)amino]cyclohexane-1-carboxylic acid수율 49.4%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

To the solution of methyl 1-[N-(benzofuran-2-ylcarbonyl)amino]-1-cyclohexanecarboxylate (105.0 g) in 450 ml of methanol, was added 2N-sodium hydroxide solution (170 ml, 0.34 mol). The reaction mixture was refluxed for 23 hours and concentrated to obtain a residue, which was diluted with 400 ml of water and washed with 300 ml of diethyl ether. 6N-hydrochloride was added dropwise to the resulting aqueous layer to adjust the pH of the solution to pH 3. The resulting white solid was filtered and dried to give the titled compound (49.5 g).

후처리

  1. temperatureThe reaction mixture was refluxed for 23 hours
  2. concentrationconcentrated
  3. customto obtain a residue, which
  4. washwashed with 300 ml of diethyl ether
  5. addition6N-hydrochloride was added dropwise to the resulting aqueous layer
  6. filtrationThe resulting white solid was filtered
  7. customdried

출처 및 근거

ORD 기록
ord-c446747f45f54be6bbc84e5890d8e7a8
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07342027B2

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