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Triphenylphosphine → HCID 53991717, 화합물

HRID 1655765
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HRID 1655765 반응식
[C:1]1([C@H:7]([CH:10]([CH3:12])[CH3:11])[CH2:8]O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:32]N1C(=O)CCC1=O>C(Cl)Cl>[C:1]1([C@H:7]([CH:10]([CH3:12])[CH3:11])[CH2:8][Br:32])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11776TriphenylphosphineHCID 67184N-bromobutanimideHCID 11321150HCID 11321150, 화합물

생성물 1

HCID 53991717HCID 53991717, 화합물수율 51.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 49.3 g (0.3 mol) of (S)-(+) 2-phenyl-3-methylbutanol in 400 ml of absolute methylene chloride was treated with 80 g (0.3 mol) of triphenylphosphine. Thereafter, 53.4 g (0.3 mol) of N-bromosuccinimide were added portionwise while stirring vigorously. After 16 hours, the reaction mixture was filtered and the filtrate was evaporated under reduced pressure. The residue was dissolved in hexane and purified by chromatography on silica gel, to obtain in this manner 34.9 g (51%) of (S)-(-)-2-phenyl-3-methylbromobutane as a volatile oil, [α]D20 =-19.6° (c=1%. chloroform).

후처리

  1. filtrationthe reaction mixture was filtered
  2. customthe filtrate was evaporated under reduced pressure
  3. dissolutionThe residue was dissolved in hexane
  4. custompurified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-1567263d99424b41b4083b7cc5db097a
출처 데이터셋
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05250517

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