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

反応式

HRID 2353858 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-eb399ab49b87459cba822030f4626328
出典データセット
uspto-grants-2010_07
特許番号
US07749992B2

関連ノート

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