Water → 8-Chlorooctyl tetrahydro-2-furancarboxylate

HRID 424310

반응식

HRID 424310 반응식
Cl.CN(C)CCCN=C=NCC.[Cl:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][OH:22].[O:23]1[CH2:27][CH2:26][CH2:25][CH:24]1[C:28](O)=[O:29].O>ClCCl.CN(C)C1C=CN=CC=1>[O:23]1[CH2:27][CH2:26][CH2:25][CH:24]1[C:28]([O:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][Cl:13])=[O:29]

참가 물질

7

반응물 4

HCID 962WaterHCID 86079(+-)-Tetrahydro-2-furoic acidHCID 900121-Octanol, 8-chloro-HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

생성물 1

HCID 590050228-Chlorooctyl tetrahydro-2-furancarboxylate

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

A solution of N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (5.7 g) in dichloromethane (100 ml) was slowly added to a solution of 8-chloro-1-octanol (4.1 g), tetrahydro-2-furancarboxylic acid (3.5 g) and 4-dimethylaminopyridine (1.5 g) in dichloromethane (50 ml) at 0° C. The mixture was stirred overnight at room temperature. The resulting solution was then added to water (500 ml) and extracted with dichloromethane (3×200 ml). The combined organic layers were washed with water (2×200 ml), dried over magnesium sulphate and filtered. The solvent removed in vacuum. The residue (7 g) was purified by column flash chromatography on silica gel using toluene/ethyl acetate (90:10) as eluent to give 8-chlorooctyl tetrahydro-2-furancarboxylate.

후처리

  1. extractionextracted with dichloromethane (3×200 ml)
  2. washThe combined organic layers were washed with water (2×200 ml)
  3. dry with materialdried over magnesium sulphate
  4. filtrationfiltered
  5. customThe solvent removed in vacuum
  6. customThe residue (7 g) was purified by column flash chromatography on silica gel

출처 및 근거

ORD 기록
ord-aeed6a2dc3f048fcbafc995ea6a74d98
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08105662B2

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