Ammonium Hydroxide → cis-2-Aminocyclohexanecarboxamide

HRID 7024

반응식

HRID 7024 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

HCID 2724813cis-2-Aminocyclohexanecarboxamide

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-fc1c3c23629140928ac9e042705804cc
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084178B2

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