Dicyclohexylcarbodiimide → 1,4,8-Trioxaspiro[4.5]decane-7,9-dione

HRID 1252747ノート

反応式

HRID 1252747 の反応式
[CH2:1]1[CH2:13][O:12][C:3]([CH2:8][C:9]([OH:11])=[O:10])([CH2:4][C:5](O)=[O:6])[O:2]1.C1(N=C=NC2CCCCC2)CCCCC1>O1CCCC1>[CH2:1]1[CH2:13][O:12][C:3]2([CH2:8][C:9](=[O:11])[O:10][C:5](=[O:6])[CH2:4]2)[O:2]1

参加物

4

反応物 2

HCID 10868DicyclohexylcarbodiimideHCID 133834462,2'-(1,3-Dioxolane-2,2-diyl)diacetic acid

生成物 1

HCID 133834501,4,8-Trioxaspiro[4.5]decane-7,9-dione収率 75%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 3,3-(ethylenedioxy)glutaric acid (12.26 g, 64.50 mmole) in 300 ml of tetrahydrofuran maintained at 0° C. under nitrogen was added dropwise a solution of dicyclohexylcarbodiimide (13.60 g, 65.91 mmole) in 100 ml of tetrahydrofuran. The resulting suspension was stirred at room temperature overnight under nitrogen and the solvent was evaporated under vacuum. The residue was suspended in benzene, shaken thoroughly and filtered through silica gel packed in a column (10 cm long, SiO2, 60-200 mesh, benzene). The filtrate was evaporated under vacuum to provide the anhydride (8.268 g, 75% yield) as a white crystalline solid melting at about 111° C. to about 112° C.

後処理

  1. customthe solvent was evaporated under vacuum
  2. stirringshaken thoroughly
  3. filtrationfiltered through silica gel
  4. customThe filtrate was evaporated under vacuum

出典と根拠

ORDレコード
ord-ece5dff80bfe480f8380d917d5fe597c
出典データセット
uspto-grants-1988_05
特許番号
US04745201

反応ノート

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