Tetrahydrofuran → HCID 178471528, 화합물

HRID 1975616노트

반응식

HRID 1975616 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][CH2:12][CH:11]([CH:14]=O)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[OH-:16].[K+].[O:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1>O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C@H:8]2[CH2:9][CH2:10][C@H:11](/[CH:14]=[CH:20]/[C:19]([O:18][CH2:22][CH3:21])=[O:16])[CH2:12][CH2:13]2)=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 14797Potassium HydroxideHCID 190979014-(4-Bromophenyl)-cyclohexanecarboxaldehyde

생성물 1

HCID 178471528HCID 178471528, 화합물

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 9.1 g of 4-(4-bromophenyl)cyclohexanecarb-oxaldehyde and 3.8 g of powdered potassium hydroxide in 200 ml of tetrahydrofuran was placed at room temperature in a sulphonation flask while gassing with argon and treated with 9.2 g of triethyl phosphonoacetate within 15 minutes, stirred overnight, taken up in 100 ml of water and extracted three times with 100 ml of methylene chloride each time. The organic phases were washed twice with 100 ml of water each time, dried over magnesium sulphate and concentrated. Low-pressure chromato-graphy of the residue (12 g) on silica gel with hexane/ethyl acetate (vol. 9:1) gave 11.7 g of ethyl (E)-3-[trans-4-(4-bromo-phenyl)cyclohexyl]acrylate as colourless crystals.

후처리

  1. customwas placed at room temperature in a sulphonation flask
  2. extractionextracted three times with 100 ml of methylene chloride each time
  3. washThe organic phases were washed twice with 100 ml of water each time
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-088a694ada344cf3aeb140b8ff18f938
출처 데이터셋
uspto-grants-1994_02
특허 번호
US05288428

반응 노트

불러오는 중…