Methyl 2-[(4-ethoxy-4-oxobutyl)(4-methylbenzene-1-sulfonyl)amino]benzoate → Ethyl 5-oxo-1-tosyl-2,3,4,5-tetrahydro-1H-benzo[b]azepine-4-carboxylate

HRID 2353858

반응식

HRID 2353858 반응식
CC(C)([O-])C.[K+].CO[C:9](=[O:35])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N:16]([CH2:27][CH2:28][CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])[S:17]([C:20]1[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=1)(=[O:19])=[O:18]>C1(C)C=CC=CC=1>[CH2:33]([O:32][C:30]([CH:29]1[CH2:28][CH2:27][N:16]([S:17]([C:20]2[CH:21]=[CH:22][C:23]([CH3:26])=[CH:24][CH:25]=2)(=[O:19])=[O:18])[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[C:9]1=[O:35])=[O:31])[CH3:34]

참가 물질

4

반응물 2

HCID 266879Methyl 2-[(4-ethoxy-4-oxobutyl)(4-methylbenzene-1-sulfonyl)amino]benzoateHCID 23665647Potassium tert-butoxide

생성물 1

HCID 12435934Ethyl 5-oxo-1-tosyl-2,3,4,5-tetrahydro-1H-benzo[b]azepine-4-carboxylate수율 64.9%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a heated mixture of potassium t-butoxide (371 g, 3.58 mol) in toluene (4 l) at 70° C. was added 2-[(3-Ethoxycarbonyl-propyl)-(toluene-4-sulfonyl)-amino]-benzoic acid methyl ester (750 g, 1.79 mol). After the addition was completed, the mixture was cooled to room temperature then poured into ice water. The extraction with CH2Cl2 was successively done, and organic layer was dried over MgSO4 and concentrated under reduced pressure to afford crude compound 5-Oxo-1-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepine-4-carboxylic acid ethyl ester (450 g) as a mixture of Me and Et esters.

후처리

  1. additionAfter the addition
  2. extractionThe extraction with CH2Cl2
  3. dry with materialorganic layer was dried over MgSO4
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-eb399ab49b87459cba822030f4626328
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07749992B2

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