Methyl chloroformate → HCID 13575671、化合物

HRID 279893ノート

反応式

HRID 279893 の反応式
[CH3:1][CH:2]1[CH2:6][C:5]2[C:7]([CH3:13])=[CH:8][CH:9]=[C:10]([NH:11][NH2:12])[C:4]=2[O:3]1.C(N(CC)C(C)C)(C)C.Cl[C:24]([O:26][CH3:27])=[O:25]>C1COCC1>[CH3:27][O:26][C:24]([NH:12][NH:11][C:10]1[C:4]2[O:3][CH:2]([CH3:1])[CH2:6][C:5]=2[C:7]([CH3:13])=[CH:8][CH:9]=1)=[O:25]

参加物

5

反応物 3

HCID 6586Methyl chloroformateHCID 81531DiisopropylethylamineHCID 13575670HCID 13575670、化合物

生成物 1

HCID 13575671HCID 13575671、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-5 °C

実験手順

15.6 g of 1E was mixed with 150 ml of THF and 11.3 g of N,N-diisopropylethylamine. The mixture was cooled to -5° C. and 9.1 g of methyl chloroformate was added drop-by-drop to the stirred mixture, which then was stirred at 0° C. for two hours. The mixture then was poured over ice water and extracted with ether. The extract was dried (MgSO4), filtered and the solvent was evaporated. The residue was column chromatographed on silica gel, using a 1:4:20 v:v:v mixture of tetrahydrofuran, ethyl acetate and hexane as eluent, to give 1, as a tan solid, m.p.: 90°-92° C.

後処理

  1. extractionextracted with ether
  2. dry with materialThe extract was dried (MgSO4)
  3. filtrationfiltered
  4. customthe solvent was evaporated
  5. customchromatographed on silica gel
  6. additionv:v mixture of tetrahydrofuran, ethyl acetate and hexane as eluent
  7. customto give 1

出典と根拠

ORDレコード
ord-46f11af2066547cca630656bb0e49279
出典データセット
uspto-grants-1986_05
特許番号
US04587259

反応ノート

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