methyl 4-(N-Boc-3-aminoprop-1-ynyl)benzoate → Methyl 4-(3-aminoprop-1-yn-1-yl)benzoate hydrochloride

HRID 2221449노트

반응식

HRID 2221449 반응식
C([NH:8][CH2:9][C:10]#[C:11][C:12]1[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=1)(OC(C)(C)C)=O.[ClH:22].O1CCOCC1>C1COCC1>[ClH:22].[NH2:8][CH2:9][C:10]#[C:11][C:12]1[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=1

참가 물질

4

반응물 2

HCID 18617679methyl 4-(N-Boc-3-aminoprop-1-ynyl)benzoateHCID 204431481,4-Dioxane hydrochloride

생성물 1

HCID 69202155Methyl 4-(3-aminoprop-1-yn-1-yl)benzoate hydrochloride수율 93.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methyl 4-(N-Boc-3-aminoprop-1-ynyl)benzoate (3.40 g, 11.7 mmol) in THF (25 ml) was added 4M HCl/dioxane (25 ml, 100 mmol). The reaction mixture was stirred for 1 h. The formed precipitate was collected, washed with diethyl ether (200 ml) and dried in vacuo providing methyl 4-(3-aminoprop-1-ynyl)benzoate hydrochloride (2.46 g) as white solid. Alternatively, the N-Boc protected amine can be dissolved in methanol instead of THF. In this case the solvent was removed in vacuo and the precipitate was washed with diethyl ether.

후처리

  1. customThe formed precipitate was collected
  2. washwashed with diethyl ether (200 ml)
  3. customdried in vacuo

출처 및 근거

ORD 기록
ord-b3ba8de68e9f4f7f900eb048f39586b9
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07368572B2

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