홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Sulfuric Acid → 5-[(3-Carboxyphenyl)carbonyl]-2-[6-[(3,4-dihydro-4-oxo-8-propyl-2H-1-benzopyran-7-yl)oxy]hexyloxy]benzenepropanoic Acid

HRID 1647987
노트
인쇄 미리보기

반응식

HRID 1647987 반응식
C([O:3][C:4](=[O:48])[CH2:5][CH2:6][C:7]1[CH:12]=[C:11]([C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([O:23]CC)=[O:22])[CH:16]=2)=[O:14])[CH:10]=[CH:9][C:8]=1[O:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][O:33][C:34]1[CH:44]=[CH:43][C:37]2[C:38](=[O:42])[CH2:39][CH2:40][O:41][C:36]=2[C:35]=1[CH2:45][CH2:46][CH3:47])C.O.[OH-].[Li+].S(=O)(=O)(O)O.C(OCC)(=O)C>C1COCC1.O>[C:21]([C:17]1[CH:16]=[C:15]([C:13]([C:11]2[CH:10]=[CH:9][C:8]([O:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][O:33][C:34]3[CH:44]=[CH:43][C:37]4[C:38](=[O:42])[CH2:39][CH2:40][O:41][C:36]=4[C:35]=3[CH2:45][CH2:46][CH3:47])=[C:7]([CH2:6][CH2:5][C:4]([OH:48])=[O:3])[CH:12]=2)=[O:14])[CH:20]=[CH:19][CH:18]=1)([OH:23])=[O:22]
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 1118Sulfuric AcidHCID 8857Ethyl AcetateHCID 168937Lithium hydroxide, monohydrateHCID 536732502-[6-[(2,3-dihydro-4-oxo-8-propyl-4H-1-benzopyran-7-yl)oxy]hexyloxy]-5-[[3-(ethoxycarbonyl)phenyl]carbonyl]benzenepropanoic acid ethyl ester

생성물 1

HCID 199220415-[(3-Carboxyphenyl)carbonyl]-2-[6-[(3,4-dihydro-4-oxo-8-propyl-2H-1-benzopyran-7-yl)oxy]hexyloxy]benzenepropanoic Acid

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 0.144 g (0.70 mmol) of 2,3-dihydro-7-hydroxy-8-propyl-4H-1-benzopyran-4-one, 0.371 g (0.70 mmol) of 2-[(6-bromohexyl)oxy]-5-[[3-(ethoxycarbonyl)phenyl]carbonyl]benzenepropanoic acid ethyl ester, 0.479 g (3.47 mmol) of anhydrous granular potassium carbonate and 13.1 mL of 2-butanone was stirred and refluxed for 18 hr. The resulting slurry was filtered with suction and the solids washed thoroughly with ethyl acetate. The filtrate and washes were combined and concentrated in vacuo and the residue was purified by flash chromatography on 75 g of silica gel, eluting with 3:1 hexane-ethyl acetate, giving 0.37 g (80.6%) of 2-[6-[(2,3-dihydro-4-oxo-8-propyl-4H-1-benzopyran-7-yl)oxy]hexyloxy]-5-[[3-(ethoxycarbonyl)phenyl]carbonyl]benzenepropanoic acid ethyl ester as a white solid, mp 58°-59.5° C. A mixture of 0.331 g (0.50 mmol) of this ester in 6 mL of THF and 6 mL of water was treated with 64.7 mg (1.54 mmol) of lithium hydroxide monohydrate and the resulting mixture was stirred for 25.5 hr at room temperature, before being acidified with 17 mL of 3N aqueous sulfuric acid. Work-up with ethyl acetate in the usual manner gave a crude product which was recrystallized from hexane-ethyl acetate affording 0.242 g (79.7%) of the title compound as a white solid, mp 169°-172° C.

출처 및 근거

ORD 기록
ord-ce3a7bb0067d4b67a6c9dc0b2d21d9c1
출처 데이터셋
uspto-grants-1995_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05434186

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차출처 및 근거반응 노트