Phosphorus tribromide → Farnesyl bromide

HRID 249123

반응식

HRID 249123 반응식
O[CH2:2]/[CH:3]=[C:4](/[CH2:6][CH2:7]/[CH:8]=[C:9](/[CH2:11][CH2:12][CH:13]=[C:14]([CH3:16])[CH3:15])\[CH3:10])\[CH3:5].CC(CCC=C(C)CCC=C(C)C)=CCN1C(=O)C2C(=CC=CC=2)C1=O.P(Br)(Br)[Br:44]>C(OCC)C>[CH2:2]([Br:44])[CH:3]=[C:4]([CH2:6][CH2:7][CH:8]=[C:9]([CH2:11][CH2:12][CH:13]=[C:14]([CH3:16])[CH3:15])[CH3:10])[CH3:5]

참가 물질

5

반응물 3

HCID 24614Phosphorus tribromideHCID 445070FarnesolHCID 542051882-(3,7,11-Trimethyl-2,6,10-dodecatrienyl)-1H-isoindole-1,3(2H)-dione

생성물 1

HCID 550199Farnesyl bromide

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

A solution of 2.00 g (9.0 mmol) of (E,E)-farnesol in 20 ml of dry diethyl ether at 0° C. under argon in the dark was treated dropwise with a solution of 735 1 (4.0 mmol, 0.45 eq.) of PBr3 in 4 ml of dry diethyl ether. The resultant mixture was stirred at 0° C. for one hour, then quenched with H2O and separated. The organic phase was washed with 15 ml of NaHC03, 15 ml of H2O, and 15 ml of brine, dried over MgSO4 and evaporated to provide 2.47 g of crude farnesyl bromide as a clear oil.

후처리

  1. customquenched with H2O
  2. customseparated
  3. washThe organic phase was washed with 15 ml of NaHC03, 15 ml of H2O, and 15 ml of brine
  4. dry with materialdried over MgSO4
  5. customevaporated

출처 및 근거

ORD 기록
ord-8055d168db824518b0599ab852eb2409
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05212164

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