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

HRID 2221449ノート

反応式

HRID 2221449 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-b3ba8de68e9f4f7f900eb048f39586b9
出典データセット
uspto-grants-2008_05
特許番号
US07368572B2

反応ノート

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