Ammonium Hydroxide → cis-2-Aminocyclohexanecarboxamide

HRID 7024

反応式

HRID 7024 の反応式
C[O:2][C:3]([C@@H:5]1[CH2:10][CH2:9][CH2:8][CH2:7][C@@H:6]1[NH2:11])=O.[OH-].[NH4+:13]>C1(C)C=CC=CC=1>[NH2:11][C@H:6]1[CH2:7][CH2:8][CH2:9][CH2:10][C@H:5]1[C:3]([NH2:13])=[O:2]

参加物

4

反応物 2

HCID 14923Ammonium HydroxideHCID 24751169methyl (1R,2S)-2-aminocyclohexanecarboxylate

生成物 1

HCID 2724813cis-2-Aminocyclohexanecarboxamide

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

cis-2-Aminocyclohexanecarboxylic acid methyl ester (2.20 g, 14.0 mmol) was treated with aqueous ammonium hydroxide (40 mL) in toluene (40 mL) and stirred vigorously at room temperature for 16 h. The reaction was concentrated to dryness in vacuo and azeotroped with toluene (50 mL). The crude product, cis-2-aminocyclohexanecarboxylic acid amide, was used in the next reaction without purification: 1H NMR (400 MHz, DMSO-d6) δ 7.78 (2 H, s br), 7.67 (s, 1 H), 7.25 (s, 1 H), 1.87 (m, 2 H), 1.60 (m, 4 H), 1.41 (m, 4 H).

後処理

  1. concentrationThe reaction was concentrated to dryness in vacuo
  2. customazeotroped with toluene (50 mL)
  3. customThe crude product, cis-2-aminocyclohexanecarboxylic acid amide, was used in the next reaction without purification

出典と根拠

ORDレコード
ord-fc1c3c23629140928ac9e042705804cc
出典データセット
uspto-grants-2006_08
特許番号
US07084178B2

関連ノート

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