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

HRID 1252747노트

반응식

HRID 1252747 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-ece5dff80bfe480f8380d917d5fe597c
출처 데이터셋
uspto-grants-1988_05
특허 번호
US04745201

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