Water → Methyl 7-phthalimidohept-5-ynoate

HRID 358618노트

반응식

HRID 358618 반응식
[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[K].Br[CH2:14][C:15]#[C:16][CH2:17][CH2:18][CH2:19][C:20]([O:22][CH3:23])=[O:21].O>CN(C)C=O>[C:1]1(=[O:11])[N:5]([CH2:14][C:15]#[C:16][CH2:17][CH2:18][CH2:19][C:20]([O:22][CH3:23])=[O:21])[C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12

참가 물질

5

반응물 3

HCID 962WaterHCID 11287432Methyl 7-bromohept-5-ynoateHCID 24194345Phthalimide potassium salt

생성물 1

HCID 20066955Methyl 7-phthalimidohept-5-ynoate수율 44.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture or potassium phthalimide (2.31 g) and methyl 7-bromohept-5-ynoate (3.0 g) in dimethylformamide (35 ml) was heated at 110° C. for 4.5 hours. The cooled solution was poured into water (75 ml) and the pH of the solution was adjusted to 6. The resulting solution was extracted with ether (4×200 ml) and the combined ether extracts were dried over magnesium sulphate, the solvent was removed and the residue was chromatographed on silica gel eluted with chloroform to give the title compound (1.56 g) m.p. 62°-63° C.

후처리

  1. extractionThe resulting solution was extracted with ether (4×200 ml)
  2. dry with materialthe combined ether extracts were dried over magnesium sulphate
  3. customthe solvent was removed
  4. customthe residue was chromatographed on silica gel
  5. washeluted with chloroform

출처 및 근거

ORD 기록
ord-c47cfd8ad65b48ce8bb0d9166b2d69ef
출처 데이터셋
uspto-grants-1991_03
특허 번호
US04997847

반응 노트

불러오는 중…