Hydrochloric Acid → HCID 86743789、化合物

HRID 1164893ノート

反応式

HRID 1164893 の反応式
[CH2:1]([O:3][C:4]([N:6]1[CH2:10][CH2:9][C@@H:8]([CH2:11][CH:12]=O)[C@@H:7]1[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[O:5])[CH3:2].[Cl-].[CH3:20][O:21]C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.CC(C)([O-])C.[K+].O1CCCC1.Cl>O1CCCC1>[CH2:1]([O:3][C:4]([N:6]1[CH2:10][CH2:9][C@@H:8]([CH2:11][CH2:12][CH:20]=[O:21])[C@@H:7]1[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[O:5])[CH3:2]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 2723798Methoxymethyl-triphenylphosphonium chlorideHCID 66863523KOtBu THFHCID 86743787trans 1-Ethoxycarbonyl-2-ethoxycarbonylpyrrolidine-3-acetaldehyde

生成物 1

HCID 86743789HCID 86743789、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To 0.4 g of trans 1-ethoxycarbonyl-2-ethoxycarbonyl-pyrrolidine-3-acetaldehyde in 5 ml anhydrous tetrahydrofuran under nitrogen, cooled to -78°, is added dropwise a solution of 1.17 g of methoxymethyl-triphenylphosphonium chloride in 15 ml of anhydrous tetrahydrofuran to which is added 1.55 ml of potassium tert-butoxide/tetrahydrofuran (1.6M). Solution is stirred at room temperature for 4 hours. 2N Hydrochloric acid (11 ml) is added and the mixture is stirred for 45 minutes. The solution is concentrated and then extracted with methylene chloride. The extract is dried over sodium sulfate, filtered, concentrated, and the residue is purified by flash chromatography using ethyl acetate/hexane (1:5 to 3:7) to yield trans 1-ethoxycarbonyl-2-ethoxycarbonylpyrrolidine-3-propionaldehyde.

後処理

  1. stirringthe mixture is stirred for 45 minutes
  2. concentrationThe solution is concentrated
  3. extractionextracted with methylene chloride
  4. dry with materialThe extract is dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customthe residue is purified by flash chromatography

出典と根拠

ORDレコード
ord-026b519b8962431ab34d885e4926a8b3
出典データセット
uspto-grants-1990_03
特許番号
US04906621

反応ノート

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