Hydrochloric Acid → Ethyl 2-amino-3-oxo-3-(tetrahydrofuran-3-yl)propanoate, hydrochloride salt

HRID 1427352

反応式

HRID 1427352 の反応式
C[Si]([N-][Si](C)(C)C)(C)C.[Li+].C1(C(/[N:24]=[CH:25]/[C:26]([O:28][CH2:29][CH3:30])=[O:27])C2C=CC=CC=2)C=CC=CC=1.[O:31]1[CH2:35][CH2:34][CH:33]([C:36]([Cl:38])=[O:37])[CH2:32]1.Cl>O1CCCC1>[ClH:38].[NH2:24][CH:25]([C:36](=[O:37])[CH:33]1[CH2:34][CH2:35][O:31][CH2:32]1)[C:26]([O:28][CH2:29][CH3:30])=[O:27]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 2733832Lithium HexamethyldisilazideHCID 14020412Tetrahydrofuran-3-carbonyl chlorideHCID 178472686HCID 178472686、化合物

生成物 1

HCID 131732346Ethyl 2-amino-3-oxo-3-(tetrahydrofuran-3-yl)propanoate, hydrochloride salt

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Lithium bis(trimethysilyl)amide (1 M solution in tetrahydrofuran, 288 mL, 0.288 mol) was added drop-wise to a solution of ethyl (2E)-[(diphenylmethyl)imino]ethanoate (70 g, 0.26 mol) in tetrahydrofuran (1 L) at −70° C. The reaction mixture was stirred for 30 minutes, and the resulting suspension was transferred via cannula into a solution of tetrahydrofuran-3-carbonyl chloride (35.7 g, 0.26 mol) in tetrahydrofuran (200 mL) at −70° C. The reaction mixture was stirred at room temperature for 2 hours, at which time aqueous hydrochloric acid (2 M, 260 mL) was added. After the reaction mixture had stirred for 15 minutes, the tetrahydrofuran was removed in vacuo, and the aqueous residue was washed with ethyl acetate (4×200 mL). The aqueous layer was freeze-dried, affording the product as a light yellow solid. Yield: 40 g, 0.20 mol, 77%.

後処理

  1. additionwas added
  2. stirringAfter the reaction mixture had stirred for 15 minutes
  3. customthe tetrahydrofuran was removed in vacuo
  4. washthe aqueous residue was washed with ethyl acetate (4×200 mL)
  5. customThe aqueous layer was freeze-dried

出典と根拠

ORDレコード
ord-5184103b253c454696c48cdd15f20b7b
出典データセット
uspto-grants-2015_01
特許番号
US08933224B2

関連ノート

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