Water → N-Boc-1-fluoropent-4-EN-2-amine

HRID 223319

반응식

HRID 223319 반응식
[C:1]([O:5][C:6]([O:8]N=C(C1C=CC=CC=1)C#N)=O)([CH3:4])([CH3:3])[CH3:2].Cl.[F:20][CH2:21][CH:22]([NH2:26])[CH2:23][CH:24]=[CH2:25].C(N(CC)CC)C.O>O1CCCC1>[F:20][CH2:21][CH:22]([NH:26][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:8])[CH2:23][CH:24]=[CH2:25]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 938652-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrileHCID 205083291-Fluoropent-4-EN-2-amine hcl

생성물 1

HCID 20508337N-Boc-1-fluoropent-4-EN-2-amine수율 85%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Tert-Butoxycarbonyloxyimino-2-phenylacetonitrile (3.34 g, 13.6 mmoles) in dry tetrahydrofuran (40 ml) is slowly added with ice cooling to a stirred mixture of 1-fluoro-2-amino-4pentene hydrochloride (1.9 g, 13.6 mmoles) prepared in Example 2 and triethylamine (2.78 g, 27.2 mmoles) in tetrahydrofuran (30 ml). After standing overnight (about 16 hours) at room temperature, water is added, the tetrahydrofuran is removed under reduced pressure, and the residue is extracted twice with ether. After washing with 1 N sodium hydroxide, then with water until neutral, the organic layer is dried and concentrated at reduced pressure to give 1-fluoro-2-tert-butoxycarbonylamino-4-pentene (2.33 g, 85%) as an oil which is used in Example 4 without further purification.

후처리

  1. customthe tetrahydrofuran is removed under reduced pressure
  2. extractionthe residue is extracted twice with ether
  3. washAfter washing with 1 N sodium hydroxide
  4. dry with materialwith water until neutral, the organic layer is dried
  5. concentrationconcentrated at reduced pressure

출처 및 근거

ORD 기록
ord-19fabd3244a94c2db74dc639067bb9fb
출처 데이터셋
uspto-grants-1982_10
특허 번호
US04353828

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