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

HRID 648367ノート

反応式

HRID 648367 の反応式
[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

参加物

4

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

反応条件

温度
5 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2a54d6c0424a4a2abab036d5a42c585c
出典データセット
uspto-grants-1983_10
特許番号
US04412069

反応ノート

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