Hydrochloric Acid → N-Methoxy-N-methyl-3-(2-ethylbutyl)cyclobutanecarboxamide

HRID 1912091ノート

反応式

HRID 1912091 の反応式
[CH2:1]([CH:3]([CH2:12][CH3:13])[CH2:4][CH:5]1[CH2:8][CH:7]([C:9](O)=[O:10])[CH2:6]1)[CH3:2].Cl.[CH3:15][NH:16][O:17][CH3:18].C(N(CC)C(C)C)(C)C.CCN=C=NCCCN(C)C.Cl.Cl>CN(C)C1C=CN=CC=1.C(Cl)(Cl)Cl>[CH3:18][O:17][N:16]([CH3:15])[C:9]([CH:7]1[CH2:8][CH:5]([CH2:4][CH:3]([CH2:12][CH3:13])[CH2:1][CH3:2])[CH2:6]1)=[O:10]

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 81531DiisopropylethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 866750493-(2-Ethylbutyl)cyclobutanecarboxylic acid

生成物 1

HCID 86675050N-Methoxy-N-methyl-3-(2-ethylbutyl)cyclobutanecarboxamide収率 107%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6212Chloroform溶媒

実験手順

3-(2-Ethylbutyl)cyclobutanecarboxylic acid (10.0 g) and chloroform (100 mL) were mixed. To the mixture were added N,O-dimethylhydroxylamine hydrochloride (6.36 g), N,N-diisopropylethylamine (11.3 mL), WSC.HCl (12.5 g) and 4-dimethylaminopyridine (7.96 g) at ice temperature. The mixture was stirred at RT overnight. After an addition of 6 N hydrochloric acid (40 mL) at ice temperature, the aqueous layer was removed. The organic layer was washed with 1 N hydrochloric acid (50 mL), water (50 mL), saturated aqueous sodium bicarbonate (50 mL) and brine (50 mL), then dried over sodium sulfate. The sodium sulfate was filtered off and the filtrate was concentrated in vacuo to give the title compound (13.2 g) as a crude product.

後処理

  1. customthe aqueous layer was removed
  2. washThe organic layer was washed with 1 N hydrochloric acid (50 mL), water (50 mL), saturated aqueous sodium bicarbonate (50 mL) and brine (50 mL)
  3. dry with materialdried over sodium sulfate
  4. filtrationThe sodium sulfate was filtered off
  5. concentrationthe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-06a73f76efc64c5897f8c35ca8c88d11
出典データセット
uspto-grants-2013_12
特許番号
US08604069B2

反応ノート

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