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Hydrochloric Acid → 1-(3-Bromophenyl)cyclopropane-1-carboxamide

HRID 592456
ノート
印刷プレビュー

反応式

HRID 592456 の反応式
[C:1](=[O:4])([O-])[O-].[NH4+].[NH4+].[Br:7][C:8]1[CH:9]=[C:10]([C:14]2(CC(O)=O)[CH2:16][CH2:15]2)[CH:11]=[CH:12][CH:13]=1.C1C=CC2N(O)N=[N:27]C=2C=1.CCN=C=NCCCN(C)C.Cl.Cl>CCN(CC)CC.CN(C=O)C.CCOC(C)=O>[Br:7][C:8]1[CH:9]=[C:10]([C:14]2([C:1]([NH2:27])=[O:4])[CH2:16][CH2:15]2)[CH:11]=[CH:12][CH:13]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 5

HCID 313Hydrochloric AcidHCID 757711-HydroxybenzotriazoleHCID 517111Ammonium CarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 82088576HCID 82088576、化合物

生成物 1

HCID 210628891-(3-Bromophenyl)cyclopropane-1-carboxamide

試薬・触媒・溶媒

3
HCID 6228Dimethylformamide溶媒HCID 8471Triethylamine溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Ammonium carbonate (7.97 g 83.0 mmol) was added to a suspension of 1-(3-bromophenyl)cyclopropylacetic acid (2.00 g, 8.30 mmol), HOBt (1.68 g, 12.4 mmol) and EDCl.HCl (2.39 g, 12.4 mmol) in Et3N (5 mL) and DMF (25 mL) and the mixture was stirred at room temperature overnight. EtOAc (150 mL) was added and the organic layer was washed with sat. NaHCO3 solution (100 mL), 0.5 M citric acid solution (3×100 mL), water (100 mL), brine (50 mL) and dried (Na2SO4). The volatiles were removed in vacuo to yield the title compound A58 as a white solid (1.78 g, 89%). LCMS-A: rt 5.807 min; m/z 241 [M+H]+.

後処理

  1. washthe organic layer was washed with sat. NaHCO3 solution (100 mL), 0.5 M citric acid solution (3×100 mL), water (100 mL), brine (50 mL)
  2. dry with materialdried (Na2SO4)
  3. customThe volatiles were removed in vacuo

出典と根拠

ORDレコード
ord-4a1d235037984a289de3733c85f29ab0
出典データセット
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09238644B2

反応ノート

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