Pyrrole → HCID 18694739, 화합물

HRID 1449685노트

반응식

HRID 1449685 반응식
[OH2:1].[F:2][C:3]([F:13])([F:12])[C:4]([F:11])([F:10])[C:5]([F:9])([F:8])[CH:6]=[O:7].[NH:14]1[CH:18]=[CH:17][CH:16]=[CH:15]1.[OH-].[Na+]>O>[F:8][C:5]([F:9])([C:4]([F:10])([F:11])[C:3]([F:2])([F:13])[F:12])[CH:6]([C:15]1[NH:14][C:18]([CH:6]([OH:7])[C:5]([F:8])([F:9])[C:4]([F:10])([F:11])[C:3]([F:12])([F:13])[F:2])=[CH:17][CH:16]=1)[OH:1]

참가 물질

5

반응물 3

HCID 8027PyrroleHCID 14798Sodium HydroxideHCID 221182452,2,3,3,4,4,4-Heptafluorobutanal--water (1/1)

생성물 1

HCID 18694739HCID 18694739, 화합물

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Heptafluorobutyraldehyde hydrate (5.0 g, 23 mmol) was placed in a 100 mL Schlenk flask. This was frozen with liquid nitrogen and an inert atmosphere was established. Against an outflow of nitrogen, dried pyrrole (0.694 mL, 10 mmol) and sodium hydroxide (2.25 g, 56 mmol) were added. The flask was wrapped in foil and the mixture was stirred for 2 days. The volatiles were removed by vacuum, leaving a light brown, oily solid. The solid was dissolved in 40 mL of water and the solution was extracted (4×50 ml) with methylene chloride. The organic layers were dried over sodium sulfate and then evaporated to dryness under vacuum to an oily brown solid (38%), which proved to be a diastereomeric mixture of the desired products.

후처리

  1. temperatureThis was frozen with liquid nitrogen
  2. customThe volatiles were removed by vacuum
  3. customleaving a light brown, oily solid
  4. extractionthe solution was extracted (4×50 ml) with methylene chloride
  5. dry with materialThe organic layers were dried over sodium sulfate
  6. customevaporated to dryness under vacuum to an oily brown solid (38%), which
  7. additiona diastereomeric mixture of the desired products

출처 및 근거

ORD 기록
ord-a3dd77b84ec8400fafac6d8c24d338ed
출처 데이터셋
uspto-grants-1997_02
특허 번호
US05599924

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