Trimethyl orthoformate → Methyl 10-methoxy-5H-dibenz[b,f]azepine-5-carboxylate

HRID 2216926ノート

反応式

HRID 2216926 の反応式
[CH3:1][O:2][C:3]([N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[C:9](=[O:16])[CH2:8][C:7]2[CH:17]=[CH:18][CH:19]=[CH:20][C:6]1=2)=[O:4].[CH:21](OC)(OC)OC>CO.C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH3:1][O:2][C:3]([N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[C:9]([O:16][CH3:21])=[CH:8][C:7]2[CH:17]=[CH:18][CH:19]=[CH:20][C:6]1=2)=[O:4]

参加物

5

反応物 2

HCID 9005Trimethyl orthoformateHCID 1134617110-Oxo-10,11-dihydro-dibenzo[b,f]azepine-5-carboxylic acid methyl ester

生成物 1

HCID 11208289Methyl 10-methoxy-5H-dibenz[b,f]azepine-5-carboxylate収率 98.4%

試薬・触媒・溶媒 2

HCID 6101p-Toluenesulfonic acid触媒HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

A suspension of 10-oxo-10,11-dihydro-dibenzo[b,f]azepine-5-carboxylic acid methyl ester (15 g, 56 mmol) in methanol (75 ml) is heated to 60° C. and a catalytic amount of p-toluene sulfonic acid (0.213 g, 1.1 mmol) is added. After addition of trimethyl ortho-formate (6.25 g, 58.9 mmol) the solution is stirred at 60–70° C. for 4 hours. During this reaction the product precipitates as white crystals. The mixture is cooled to room temperature, filtered and dried to yield 15.5 g of pure title compound (98%).

後処理

  1. customDuring this reaction the product
  2. customprecipitates as white crystals
  3. temperatureThe mixture is cooled to room temperature
  4. filtrationfiltered
  5. customdried

出典と根拠

ORDレコード
ord-f8483d1ab42b487c926effb172eaf081
出典データセット
uspto-grants-2006_09
特許番号
US07112673B2

反応ノート

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