Hydrochloric Acid → Ethyl 7-[3,4-dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]heptanoate

HRID 442439노트

반응식

HRID 442439 반응식
O1CCCCC1[O:7][CH:8]1[CH:12]([O:13]C2CCCCO2)[CH2:11][CH:10]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH:9]1[CH2:31][CH2:32][CH:33]([O:39]C1CCCCO1)[CH2:34][CH2:35][CH2:36][CH2:37][CH3:38].Cl>C(O)C>[OH:7][CH:8]1[CH:12]([OH:13])[CH2:11][CH:10]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH:9]1[CH2:31][CH2:32][CH:33]([OH:39])[CH2:34][CH2:35][CH2:36][CH2:37][CH3:38]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 20354841Ethyl 7-{3,4-di(2-tetrahydropyranyloxy)2-[3-(2-tetrahydropyranyloxy)octyl]cyclopentyl}heptanoate

생성물 1

HCID 20354857Ethyl 7-[3,4-dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]heptanoate수율 96.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of ethyl 7-{3,4-di(2-tetrahydropyranyloxy)-2-[3-(2-tetrahydropyranyloxy)octyl]cyclopentyl}heptanoate (5.5 g.) [prepared as described in (o) above], ethanol (100 ml.), N hydrochloric acid (100 ml.) and a cation-exchange resin [Dowex resin AG50W-X 8H+ (7.5 g.)] was stirred at 50°-60° C. for 18 hours. The mixture was then cooled and filtered and the solid washed with diethyl ether and water. The combined filtrate and washings were evaporated in vacuo to remove organic solvents and the aqueous residue extracted with diethyl ether. The ethereal extract was dried over anhydrous sodium carbonate and evaporated in vacuo to give ethyl 7-[3,4-dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]heptanoate (3.2 g.), which was used as starting material in the following preparation (q) of 7-[3,4-dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]heptanoic acid without further purification.

후처리

  1. temperatureThe mixture was then cooled
  2. filtrationfiltered
  3. washthe solid washed with diethyl ether and water
  4. customThe combined filtrate and washings were evaporated in vacuo
  5. customto remove organic solvents
  6. extractionthe aqueous residue extracted with diethyl ether
  7. extractionThe ethereal extract
  8. dry with materialwas dried over anhydrous sodium carbonate
  9. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-13579c8008d147788e11c5e100e6c8ad
출처 데이터셋
uspto-grants-1977_08
특허 번호
US04045467

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