Imidazole → Ethyl 17-iodoheptadecanoate

HRID 1367725노트

반응식

HRID 1367725 반응식
O[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.N1C=CN=C1.[I:47]C1C=CC(CCCCCCCCCCCCCCCCCCO)=CC=1>C(Cl)Cl.C1C=CC=CC=1>[I:47][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19]

참가 물질

7

반응물 4

HCID 795ImidazoleHCID 11776TriphenylphosphineHCID 1165580418-(p-Iodophenyl)octadecanolHCID 21833404Ethyl 17-hydroxy-heptadecanoate

생성물 1

HCID 86625642Ethyl 17-iodoheptadecanoate수율 90%

시약·촉매·용매 2

HCID 241Benzene용매HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

Ethyl 17-hydroxy-heptadecanoate 79 (264 mg, 0.84 mmol), Ph3P (262 mg, 1 mmol) and imidazole (94 mg, 1.39 mmol) were dissolved in the mixture of CH2Cl2 (3 ml) and benzene (3 ml) and cooled to 0° C. Solid 12 (254 mg, 1 mmol) was added and the reaction mixture was stirred at 0° C. for 40 min. The reaction mixture was quenched by addition of MeOH (0.5 ml), diluted with EtOAc and washed with the aqueous NaHCO3—Na2S2O3 solution, dried over Na2SO4 and evaporated. Chromatography in hexane-EtOAc (97:3) afforded the product 80 (321 mg, 90%).

후처리

  1. customThe reaction mixture was quenched by addition of MeOH (0.5 ml)
  2. additiondiluted with EtOAc
  3. washwashed with the aqueous NaHCO3—Na2S2O3 solution
  4. dry with materialdried over Na2SO4
  5. customevaporated

출처 및 근거

ORD 기록
ord-4b8fe358cf8f479d9f84c425e6d4116d
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07893286B2

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