Triphenylphosphine → HCID 70495691, 화합물

HRID 523337

반응식

HRID 523337 반응식
[CH3:1][O:2][C:3](=[O:13])[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1.[Br:14][CH:15](O)[CH2:16][CH3:17].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>C1COCC1>[Br:14][CH2:15][CH2:16][CH2:17][O:12][C:9]1[CH:10]=[CH:11][C:6](/[CH:5]=[CH:4]/[C:3]([O:2][CH3:1])=[O:13])=[CH:7][CH:8]=1

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 92203Methyl p-coumarateHCID 5363146Diisopropyl azodicarboxylateHCID 12887879Bromopropanol

생성물 1

HCID 70495691HCID 70495691, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution 5 g (28.1 mmol) of 4-Hydroxycinnamic acid methyl ester, 4.9 g (35.1 mmol) of 4 bromopropanol, 9.2 g (35.1 mmol) of triphenylphosphine in 100 mL of THF are added 7.1 g (35.1 mmol) of diisopropylazodicarboxylate under inert atmosphere. The solution is heated up to reflux and allowed to stir overnight. After 20 hours, the reaction mixture is partitioned between EtOAc and water. The organic phase is washed repeatedly with water, dried over sodium sulphate, filtered and concentrated by rotary evaporation to give 7.5 g of (methyl (2E)-3-[4-(3-bromopropoxy)phenyl]prop-2-enoate.

후처리

  1. temperatureThe solution is heated up
  2. temperatureto reflux
  3. waitAfter 20 hours
  4. customthe reaction mixture is partitioned between EtOAc and water
  5. washThe organic phase is washed repeatedly with water
  6. dry with materialdried over sodium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated by rotary evaporation

출처 및 근거

ORD 기록
ord-db9adabeb650425a934951281dbbebef
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09334366B2

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