Acetaldehyde → HCID 178477243, 화합물

HRID 868490노트

반응식

HRID 868490 반응식
[Cl-].[Cl-].[CH:3]([O:6][Ti+2:7][O:8][CH:9]([CH3:11])[CH3:10])([CH3:5])[CH3:4].[CH:12](=[O:14])[CH3:13].C1C[O:18][CH2:17][CH2:16]1>>[CH:3]([O:6][Ti:7]([O:8][CH:9]([CH3:11])[CH3:10])([O:18][CH:17]=[CH2:16])[O:14][CH:12]=[CH2:13])([CH3:5])[CH3:4]

참가 물질

4

반응물 3

HCID 177AcetaldehydeHCID 8028Tetrahydrofuran2회HCID 178460659HCID 178460659, 화합물

생성물 1

HCID 178477243HCID 178477243, 화합물

실험 절차

Diisopropoxytitanium dichloride (0.262 g, 1.10 mmol) was dissolved in 20 ml of THF (dry, nitrogen atmosphere) in a 100 ml Schlenk flask. This solution was cooled to -78° C. at which point the lithium enolate of acetaldehyde, CH2 =CHOLi, in THF solution (2.20 mmol) was added to the stirred solution via syringe. This solution was allowed to warm to room temperature. After two hours of stirring, the solvent was evaporated by trap-to-trap distillation, leaving a yellow solid. This solid was extracted with pentane yielding a yellow pentane-soluble solid (crude yield 0.19 g, 70%). 1H NRM (CDCl3) δ 1.19 (d, J=6.4 Hz, 6.7H, CH--(CH3)2), 3.10 (d, J=28 Hz, 1H, OCH=CH2), 3.62 (s, 1H, OCH=CH2), 4.00 (sept, J=6.45 Hz, 1H, CH--(CH3)2), 6.55 (d, J=10.3 Hz, 1H, OCH=CH2), 7.01 (d, J=19.7, 1H, OCH=CH2).

후처리

  1. customthe solvent was evaporated by trap-to-trap
  2. distillationdistillation
  3. customleaving a yellow solid
  4. extractionThis solid was extracted with pentane yielding a yellow pentane-soluble solid (crude yield 0.19 g, 70%)

출처 및 근거

ORD 기록
ord-4f35ce40b0c04908b6f0321fd4497b53
출처 데이터셋
uspto-grants-1988_10
특허 번호
US04780337

반응 노트

불러오는 중…