Diisopropylamine → HCID 21959222、化合物

HRID 2055045ノート

反応式

HRID 2055045 の反応式
C(NC(C)C)(C)C.[CH3:8][O:9][CH2:10][O:11][C:12]1[CH:17]=[C:16]([O:18][CH2:19][O:20][CH3:21])[CH:15]=[CH:14][C:13]=1[C:22]1[C:23](=[O:37])[O:24][C:25]2[C:30]([C:31]=1[CH3:32])=[CH:29][CH:28]=[C:27]([O:33][CH2:34][O:35][CH3:36])[CH:26]=2.[CH:38](OC1C=CC=CC=1)=[O:39]>C1COCC1>[CH3:8][O:9][CH2:10][O:11][C:12]1[CH:17]=[C:16]([O:18][CH2:19][O:20][CH3:21])[CH:15]=[CH:14][C:13]=1[C:22]1[C:23](=[O:37])[O:24][C:25]2[C:30]([C:31]=1[CH2:32][CH:38]=[O:39])=[CH:29][CH:28]=[C:27]([O:33][CH2:34][O:35][CH3:36])[CH:26]=2

参加物

5

反応物 3

HCID 7912DiisopropylamineHCID 74626Phenyl formateHCID 219591363-[2,4-Bis(methoxymethoxy)phenyl]-7-(methoxymethoxy)-4-methyl-2H-1-benzopyran-2-one2 回

生成物 1

HCID 21959222HCID 21959222、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-10 °C

実験手順

To a clean dry 200 ml flask purged with nitrogen was added diisopropylamine (2.7 ml, 19.5 mmol, 3 eq), dry THF (50 mL) and 3-(2,4-Bis-methoxymethoxy-phenyl)-7-methoxymethoxy-4-methyl-chromen-2-one (8.1 mL, 16.25 mmol, 2.5 eq.) at −78° C. After 30 minutes, to this solution was added drop-wise, a solution of 3-(2,4-bis-methoxymethoxy-phenyl)-7-methoxymethoxy-4-methyl-chromen-2-one (2.7 g, 6.5 mmol, 1 eq.) in dry THF (13 mL). The solution was warmed to −10° C. and stirred at this temperature for 30 minutes. Phenyl formate (3.6 ml, 33 mmol, 5 eq) was then added slowly into the reaction mixture. The reaction mixture was then stirred for 30 mins, quenched with saturated aqueous NH4Cl, extracted with ethyl acetate and then concentrated to yield th title product as a crude solid which was purified by flash chromatography eluting with 30% ethyl acetate in hexane to yield the title product as a solid.

後処理

  1. customTo a clean dry 200 ml flask
  2. custompurged with nitrogen
  3. additionto this solution was added drop-wise
  4. stirringThe reaction mixture was then stirred for 30 mins
  5. customquenched with saturated aqueous NH4Cl
  6. extractionextracted with ethyl acetate
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-e0fbb6dee1ef47c4acfcf4ec1fe8736b
出典データセット
uspto-grants-2008_02
特許番号
US07329654B2

反応ノート

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