Hydrochloric Acid → (1R,3S) 3-[(dihydro-2-oxo-3(2H)-thienylidene)-methyl]-2,2-dimethyl-cyclopropane-1-carboxylic acid

HRID 648367노트

반응식

HRID 648367 반응식
[O:1]=[C:2]1[CH:6]([C@H:7]2[C@H:12]3[C@H:10]([C:11]3([CH3:14])[CH3:13])[C:9](=[O:15])[O:8]2)[CH2:5][CH2:4][S:3]1.Cl>C(N(CC)CC)C>[O:1]=[C:2]1[C:6](=[CH:7][C@H:12]2[C@@H:10]([C:9]([OH:15])=[O:8])[C:11]2([CH3:14])[CH3:13])[CH2:5][CH2:4][S:3]1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 22824566(1R,4R,5S) 4-[dihydro-2-oxo-3-(2H)-thienyl]-6,6-dimethyl-3-oxabicyclo-(3,1,0)-hexan-2-one

생성물 1

HCID 54175652(1R,3S) 3-[(dihydro-2-oxo-3(2H)-thienylidene)-methyl]-2,2-dimethyl-cyclopropane-1-carboxylic acid

시약·촉매·용매 1

HCID 8471Triethylamine용매

반응 조건

온도
5 °C

실험 절차

A mixture of the solution of Step B and 6 ml of triethylamine was refluxed for 3 hours and was then cooled and poured into 2 N aqueous hydrochloric acid. The decanted organic phase was washed with water, dried and evaporated to dryness. The residue was taken up in 20 ml of hot methylene chloride and after the addition of 30 ml of n-heptane thereto, the mixture was cooled to 5° C. and vacuum filtered. The recovered product was washed with heptane and dried to obtain 3.025 g of (1R,3S) 3-[(dihydro-2-oxo-3(2H)-thienylidene)-methyl]-2,2-dimethyl-cyclopropane-1-carboxylic acid melting at 162° C.

후처리

  1. temperaturewas refluxed for 3 hours
  2. temperaturewas then cooled
  3. washThe decanted organic phase was washed with water
  4. customdried
  5. customevaporated to dryness
  6. additionafter the addition of 30 ml of n-heptane
  7. filtrationvacuum filtered
  8. washThe recovered product was washed with heptane
  9. customdried

출처 및 근거

ORD 기록
ord-2a54d6c0424a4a2abab036d5a42c585c
출처 데이터셋
uspto-grants-1983_10
특허 번호
US04412069

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