Water → HCID 67260803, 화합물

HRID 2378511노트

반응식

HRID 2378511 반응식
[CH3:1][CH:2]1[CH2:15][C:14](=[O:16])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][C:4](=[O:17])[CH2:3]1.N(CCCC)(CCCC)CCCC.O>C(Cl)Cl.C(OCCCC)(C)=O>[OH:17][C:4]12[CH2:3][CH:2]([CH3:1])[CH2:15][C:14](=[O:16])[CH:13]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]2

참가 물질

6

반응물 3

HCID 962WaterHCID 7622TributylamineHCID 595502923-Methylcyclotetradecane-1,5-dione

생성물 1

HCID 67260803HCID 67260803, 화합물수율 73%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 31272Butyl Acetate용매

실험 절차

A solution of 3-methyl-1,5-cyclotetradecanedione 29 (500 mg, 2.1 mmol) in CH2Cl2 (4 ml) was treated at 22-24° C. with a solution of ZrCl3OPr (36% in AcOBu) (1.79 g, 3.86 mmol). After 15 minutes the solution was treated at −10° C. with NBu3 (0.68 g, 0.88 ml, 3.68 mmol). After 70 minutes, the reaction mixture was poured into 5 ml water and 7 ml of a aqueous 2 NHC1 solution were added. After extraction with 25 ml diethyl ether the combined organic phases were washed (saturated aqueous NaHCO3 solution, H2O), dried (Na2SO4) and the solvent was evaporated (crude 531 mg). Flash chromatography, using SiO2 (25 g) and n-pentane/diethyl ether=6:4 as eluent, afforded 364 mg (yield: 73%) of (30).

후처리

  1. additionwere added
  2. extractionAfter extraction with 25 ml diethyl ether the combined organic phases
  3. washwere washed (saturated aqueous NaHCO3 solution, H2O)
  4. dry with materialdried (Na2SO4)
  5. customthe solvent was evaporated (crude 531 mg)

출처 및 근거

ORD 기록
ord-f9caeedfa9b346048387d74e0bef4b0a
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07470820B2

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