Water → HCID 67260803、化合物

HRID 2378511ノート

反応式

HRID 2378511 の反応式
[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

参加物

6

反応物 3

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

生成物 1

HCID 67260803HCID 67260803、化合物収率 73%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 31272Butyl Acetate溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-f9caeedfa9b346048387d74e0bef4b0a
出典データセット
uspto-grants-2008_12
特許番号
US07470820B2

反応ノート

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