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Water → Carbonic acid 3-(4-chloro-2,6-dimethyl-phenyl)-1-ethoxycarbonyloxy-8-methoxy-2-oxo-1,8-diaza-spiro[4.5]dec-3-en-4-yl ester ethyl ester

HRID 1473787
ノート
印刷プレビュー

反応式

HRID 1473787 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([C:9]2[C:10](=[O:23])[N:11]([OH:22])[C:12]3([CH2:19][CH2:18][N:17]([O:20][CH3:21])[CH2:16][CH2:15]3)[C:13]=2[OH:14])=[C:4]([CH3:24])[CH:3]=1.C(N(CC)CC)C.Cl[C:33]([O:35][CH2:36][CH3:37])=[O:34].[OH2:38].C1[CH2:43][O:42][CH2:41][CH2:40]1>>[CH2:41]([O:42][C:43](=[O:38])[O:14][C:13]1[C:12]2([CH2:19][CH2:18][N:17]([O:20][CH3:21])[CH2:16][CH2:15]2)[N:11]([O:22][C:33]([O:35][CH2:36][CH3:37])=[O:34])[C:10](=[O:23])[C:9]=1[C:5]1[C:6]([CH3:8])=[CH:7][C:2]([Cl:1])=[CH:3][C:4]=1[CH3:24])[CH3:40]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 5

HCID 962WaterHCID 8028Tetrahydrofuran2 回HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 584279803-(4-Chloro-2,6-dimethyl-phenyl)-1,4-dihydroxy-8-methoxy-1,8-diaza-spiro[4.5]dec-3-en-2-one

生成物 1

HCID 58428109
Carbonic acid 3-(4-chloro-2,6-dimethyl-phenyl)-1-ethoxycarbonyloxy-8-methoxy-2-oxo-1,8-diaza-spiro[4.5]dec-3-en-4-yl ester ethyl ester

反応条件

温度
0 °C

実験手順

To a solution of 3-(4-chloro-2,6-dimethyl-phenyl)-1,4-dihydroxy-8-methoxy-1,8-diaza-spiro[4.5]dec-3-en-2-one (140 mg, 0.40 mmol) and triethylamine (0.1 ml, 72 mg, 0.71 mmol) in THF (3 ml) at 0° C. was added a solution of ethyl chloroformate (0.05 ml, 52 mg, 0.48 mmol) dissolved in THF (2 ml) dropwise. The suspension was stirred at 0° C. for 30 minutes. Then the reaction mixture was poured into cold (0° C.) water and thoroughly extracted three times with ethyl acetate. The combined organic layers were washed with water and brine, dried over sodium sulfate and concentrated. The raw material was purified by column chromatography on silica gel (ethyl acetate/cyclohexane 1:4). Yield: 70 mg of carbonic acid 3-(4-chloro-2,6-dimethyl-phenyl)-1-ethoxycarbonyloxy-8-methoxy-2-oxo-1,8-diaza-spiro[4.5]dec-3-en-4-yl ester ethyl ester (title compound P1ii.115) as a colorless gum.

後処理

  1. extractionthoroughly extracted three times with ethyl acetate
  2. washThe combined organic layers were washed with water and brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated
  5. customThe raw material was purified by column chromatography on silica gel (ethyl acetate/cyclohexane 1:4)

出典と根拠

ORDレコード
ord-523afe0c55654f4eb83e185c8709f51c
出典データセット
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09018135B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート