Triethylamine → 7-Hexanoyloxymethyl theophylline

HRID 461012노트

반응식

HRID 461012 반응식
[C:1](Cl)(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[OH:9][CH2:10][N:11]1[C:20]2[C:19](=[O:21])[N:17]([CH3:18])[C:16](=[O:22])[N:15]([CH3:23])[C:14]=2[N:13]=[CH:12]1.C(N(CC)CC)C.CCCCCCC.C(Cl)Cl>C(Cl)Cl>[C:1]([O:9][CH2:10][N:11]1[C:20]2[C:19](=[O:21])[N:17]([CH3:18])[C:16](=[O:22])[N:15]([CH3:23])[C:14]=2[N:13]=[CH:12]1)(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 641347-Hydroxymethyl theophyllineHCID 67340Hexanoyl chlorideHCID 21907733Dichloromethane heptane

생성물 1

HCID 234551707-Hexanoyloxymethyl theophylline수율 43.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To 0.71 g (0.0053 mole) of hexanoyl chloride in 10 ml of CH2Cl2 there was added 1.10 g (0.0052 mole) of 7-hydroxymethyl theophylline; no reaction occurred and the reaction mixture was a suspension. Then 0.58 g (0.0057 mole) of triethylamine was added and a clear, colorless solution was obtained. The solution was stirred at room temperature for 15 minutes then concentrated in vacuo. The residue was titrated with 200 ml ether and filtered. The filtrate was concentrated in vacuo to give an oil which was titrated with heptane CH2Cl2 (50:10). The resulting suspension was filtered while hot and concentrated to 20 ml, then cooled to room temperature. A gelatinous mass precipitated which was filtered and dried to give 0.70 g (mp 67°-72° C, 43% yield) of the desired product.

후처리

  1. customa clear, colorless solution was obtained
  2. concentrationthen concentrated in vacuo
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated in vacuo
  5. customto give an oil which
  6. filtrationThe resulting suspension was filtered while hot and
  7. concentrationconcentrated to 20 ml
  8. temperaturecooled to room temperature
  9. customA gelatinous mass precipitated which
  10. filtrationwas filtered
  11. customdried

출처 및 근거

ORD 기록
ord-fafaa4ce559646a580a7394a4a269550
출처 데이터셋
uspto-grants-1977_12
특허 번호
US04061753

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