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

HRID 1459883
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HRID 1459883 반응식
[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]
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참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-896e718ccfd6429bb7748356f3389994
출처 데이터셋
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05854275

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