Ethyl bromoacetate → HCID 54094066, 화합물

HRID 580955노트

반응식

HRID 580955 반응식
Br[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH2:8]([C:11]1[CH:16]=[C:15]([Br:17])[CH:14]=[CH:13][C:12]=1[OH:18])[CH:9]=[CH2:10].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[CH2:8]([C:11]1[CH:16]=[C:15]([Br:17])[CH:14]=[CH:13][C:12]=1[O:18][CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH:9]=[CH2:10]

참가 물질

5

반응물 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 2584682-ALLYL-4-BROMOPHENOL

생성물 1

HCID 54094066HCID 54094066, 화합물수율 70.2%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

Ethyl bromoacetate (1.68 g) was added to a stirred suspension of 2-allyl-4-bromophenol (2.13 g) and potassium carbonate (1.50 g) in butan-2-one (15 ml). The mixture was heated at reflux for 16 hours. The reaction mixture was cooled to ambient temperature and filtered. Water (100 ml) was added to the filtrate and the aqueous phase was extracted with ethyl acetate (3×50 ml). The ethyl acetate extracts were combined, washed with brine (2×25 ml), dried (MgSO4) and evaporated to give a solid which crystallised from hexane to give ethyl 2-allyl-4-bromophenoxyacetate (2.10 g), mp 70.5° C.; microanalysis, found: C, 52.0; H, 5.10%; C13H15BrO3 requires: C, 52.2; H, 5.05%; NMR (CDCl3) 1.29 (3H, t), 3.42 (2H, d), 4.25 (2H, q), 4.58 (2H, s), 5.07-5.17 (2H, m), 5.88-6.18 (1H, m), 6.60 (1H, d) and 7.20-7.27 (2H, m); m/z 300 (M+H).

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 16 hours
  3. filtrationfiltered
  4. additionWater (100 ml) was added to the filtrate
  5. extractionthe aqueous phase was extracted with ethyl acetate (3×50 ml)
  6. washwashed with brine (2×25 ml)
  7. dry with materialdried (MgSO4)
  8. customevaporated
  9. customto give a solid which
  10. customcrystallised from hexane

출처 및 근거

ORD 기록
ord-a6ec198392534efd95a6b4c0de2e5dda
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05919793

반응 노트

불러오는 중…