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Triethylamine → Methyl 1-{[(5-bromo-2-methylphenyl)acetyl]amino}-4-methoxy-4-(trifluoromethyl)cyclohexanecarboxylate

HRID 922132
ノート
印刷プレビュー

反応式

HRID 922132 の反応式
[NH2:1][C:2]1([C:14]([O:16][CH3:17])=[O:15])[CH2:7][CH2:6][C:5]([O:12][CH3:13])([C:8]([F:11])([F:10])[F:9])[CH2:4][CH2:3]1.C(N(CC)CC)C.[Br:25][C:26]1[CH:27]=[CH:28][C:29]([CH3:36])=[C:30]([CH2:32][C:33](Cl)=[O:34])[CH:31]=1>ClCCl>[Br:25][C:26]1[CH:27]=[CH:28][C:29]([CH3:36])=[C:30]([CH2:32][C:33]([NH:1][C:2]2([C:14]([O:16][CH3:17])=[O:15])[CH2:3][CH2:4][C:5]([O:12][CH3:13])([C:8]([F:11])([F:10])[F:9])[CH2:6][CH2:7]2)=[O:34])[CH:31]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 51063875(5-Bromo-2-methylphenyl)acetyl chlorideHCID 71246475Methyl 1-amino-4-methoxy-4-(trifluoromethyl)cyclohexanecarboxylate

生成物 1

HCID 71246345Methyl 1-{[(5-bromo-2-methylphenyl)acetyl]amino}-4-methoxy-4-(trifluoromethyl)cyclohexanecarboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

実験手順

3.00 g (11.75 mmol) of methyl 1-amino-4-methoxy-4-(trifluoromethyl)cyclohexanecarboxylate (Example 22A) and 1.19 g (11.75 mmol) of triethylamine were dissolved in 40 ml of dichloromethane. 2.65 g (10.69 mmol) of (5-bromo-2-methylphenyl)acetyl chloride (Example 3A), dissolved in 40 ml of dichloromethane, were added dropwise to this solution, and the reaction mixture was stirred at room temperature overnight. For work-up, the mixture was diluted with dichloromethane and the organic phase was washed with aqueous saturated sodium bicarbonate solution and with aqueous 1% strength citric acid. After drying over sodium sulphate, the organic phase was concentrated and the product was dried. This gave 4.79 g (87% of theory) of the title compound as a beige powder.

後処理

  1. additionwere added dropwise to this solution
  2. washthe organic phase was washed with aqueous saturated sodium bicarbonate solution and with aqueous 1% strength citric acid
  3. dry with materialAfter drying over sodium sulphate
  4. concentrationthe organic phase was concentrated
  5. customthe product was dried

出典と根拠

ORDレコード
ord-fd313bcc152b416798b912c498ea9f73
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09278925B2

反応ノート

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