Hydrochloric Acid → (3R)-ethyl 2-amino-3-ethyl-5-methylnon-8-enoate hydrochloride

HRID 523190ノート

反応式

HRID 523190 の反応式
C1(C(=[N:14][CH:15]([C@H:21]([CH2:29][CH3:30])[CH2:22][CH:23]([CH3:28])[CH2:24][CH2:25][CH:26]=[CH2:27])[C:16]([O:18][CH2:19][CH3:20])=[O:17])C2C=CC=CC=2)C=CC=CC=1.[ClH:31]>C(OCC)C>[ClH:31].[NH2:14][CH:15]([C@H:21]([CH2:29][CH3:30])[CH2:22][CH:23]([CH3:28])[CH2:24][CH2:25][CH:26]=[CH2:27])[C:16]([O:18][CH2:19][CH3:20])=[O:17]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 86683257(3R)-ethyl 2-(diphenylmethyleneamino)-3-ethyl-5-methylnon-8-enoate

生成物 1

HCID 86683258(3R)-ethyl 2-amino-3-ethyl-5-methylnon-8-enoate hydrochloride収率 62.4%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

A solution of (3R)-ethyl 2-(diphenylmethyleneamino)-3-ethyl-5-methylnon-8-enoate (7.00 g, 17.3 mmole) in diethyl ether (20 mL) was added aqueous 1.5 N HCl solutions (100 mL) and the reaction mass was stirred at room temperature overnight. The reaction mass was washed with diethyl ether (100 mL). The aqueous solution was basified using saturated sodium bicarbonate solution and extracted with ethyl acetate (100 mL×3). The combined organic layers were dried over anhydrous Na2SO4; filtered; then concentrated under reduced pressure to get crude compound (2.6 g, 62.4%). The crude compound was taken to the next step without further purification. MS: MS m/z 242.4 (M++1).

後処理

  1. washThe reaction mass was washed with diethyl ether (100 mL)
  2. extractionextracted with ethyl acetate (100 mL×3)
  3. dry with materialThe combined organic layers were dried over anhydrous Na2SO4
  4. filtrationfiltered
  5. concentrationthen concentrated under reduced pressure

出典と根拠

ORDレコード
ord-67a621aae5d143ffb991fb448b27d6e6
出典データセット
uspto-grants-2016_05
特許番号
US09334279B2

反応ノート

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