Triphenylphosphine → Ethyl 12-bromododecanoate

HRID 2410623노트

반응식

HRID 2410623 반응식
O[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C(=O)N([Br:44])C(=O)C1>ClCCl>[Br:44][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14]

참가 물질

5

반응물 3

HCID 11776TriphenylphosphineHCID 67184N-bromobutanimideHCID 15635900Ethyl 12-hydroxydodecanoate

생성물 1

HCID 19002561Ethyl 12-bromododecanoate수율 93.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In a 100 mL two-neck flask with a reflux condenser and magnetic anchor, under a static head of nitrogen, ethyl 12-hydroxydodecanoate (1.65 g, 6.7 mmol) is dissolved in dichloromethane (20 mL). PPh3 (1.93 g, 7.4 mmol) and NBS (1.6 g, 7.0 mmol) are added. The mixture is left stirring under reflux conditions for 24 hours. It is concentrated in the Rotavapor and the product is purified with column chromatography on silica gel with an eluant mixture of petroleum ether/ethyl acetate 5/1. 1.92 g (yield=92%) of ethyl 12-bromododecanoate are isolated as a light yellowish oil.

후처리

  1. waitThe mixture is left
  2. concentrationIt is concentrated in the Rotavapor
  3. customthe product is purified with column chromatography on silica gel with an eluant mixture of petroleum ether/ethyl acetate 5/1

출처 및 근거

ORD 기록
ord-271eb0aa7ce245d880310010a5dcac8f
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08816107B2

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