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Hydrochloric Acid → 2-(2-Benzyloxyethyl)acrylic acid tert-butyl ester

HRID 1459883
ノート
印刷プレビュー

反応式

HRID 1459883 の反応式
[C:1]([O:5][C:6](=[O:21])[CH:7]([CH2:11][CH2:12][O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:8](O)=O)([CH3:4])([CH3:3])[CH3:2].N1CCCCC1.C=O.Cl>N1C=CC=CC=1>[C:1]([O:5][C:6](=[O:21])[C:7]([CH2:11][CH2:12][O:13][CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)=[CH2:8])([CH3:4])([CH3:2])[CH3:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 8082PiperidineHCID 186910232-(2-Benzyloxyethyl) malonic acid mono tert-butyl ester

生成物 1

HCID 539165622-(2-Benzyloxyethyl)acrylic acid tert-butyl ester

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A solution of 2-(2-benzyloxyethyl) malonic acid mono tert-butyl ester (23.9 g, 81.2 mmol), piperidine (1.31 mL, 13.2 mmol), and paraformaldehyde (3.7 g, 123 mmol) in pyridine (160 mL) was heated at a temperature of 70° C. for 3 hours. After cooling to room temperature, the mixture was poured over ice. The mixture was acidified using 6N HCl solution and then extracted twice with ether; the extracts were combined, washed with brine, dried over MgSO4 and concentrated under vacuum to leave an oil. The oil was chromatographed on silica gel using 6% ethyl acetate in hexane to afford 2-(2-benzyloxyethyl)acrylic acid tert-butyl ester as a clear oil, 18.51 g (87%).

後処理

  1. additionthe mixture was poured over ice
  2. extractionextracted twice with ether
  3. washwashed with brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated under vacuum
  6. customto leave an oil
  7. customThe oil was chromatographed on silica gel using 6% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-896e718ccfd6429bb7748356f3389994
出典データセット
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05854275

反応ノート

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