Carbon Dioxide → HCID 11745280, 화합물

HRID 1068994노트

반응식

HRID 1068994 반응식
C([Li])CCC.[CH:6]([N:9]([CH:13]([CH3:15])[CH3:14])[CH2:10][C:11]#[CH:12])([CH3:8])[CH3:7].[C:16](=[O:18])=[O:17].O>CCCCCC.O1CCCC1.CO>[CH:6]([N:9]([CH:13]([CH3:15])[CH3:14])[CH2:10][C:11]#[C:12][C:16]([OH:18])=[O:17])([CH3:8])[CH3:7]

참가 물질

8

반응물 4

HCID 280Carbon DioxideHCID 962WaterHCID 234373(Prop-2-yn-1-yl)bis(propan-2-yl)amineHCID 178418339Butyllithium

생성물 1

HCID 11745280HCID 11745280, 화합물

시약·촉매·용매 3

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매HCID 8058Hexane용매

반응 조건

온도
-78 °C

실험 절차

n-Butyl lithium in hexane (28.8 mL, 2.5 M in n-hexane) was slowly added to diisopropyl-prop-2-ynyl-amine (10.0 g, 72 mmol) in 70 mL of tetrahydrofuran under nitrogen. The mixture was stirred for 1 hr at −78° C., then dry carbon dioxide was passed through overnight. The resulting solution was poured into water and washed with ethyl acetate. The aqueous layer was evaporated under reduced pressure to give the crude acid. The dry acid was dissolved in methanol, and the insoluble salt was removed via filtration. The filtrate was collected and dried in vacuo to give 11 g of 4-diisopropylamino-but-2-ynoic acid: mass spectrum (m/e): M−H 182.

후처리

  1. washwashed with ethyl acetate
  2. customThe aqueous layer was evaporated under reduced pressure
  3. customto give the crude acid
  4. customthe insoluble salt was removed via filtration
  5. customThe filtrate was collected
  6. customdried in vacuo

출처 및 근거

ORD 기록
ord-7212e5f2680240f69c0d2f941999072d
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06251912B1

반응 노트

불러오는 중…