Acetone → HCID 56622063, compound

HRID 637327Notes

Reaction equation

HRID 637327 reaction equation
[CH3:1][C:2]1([CH3:19])[CH:4]([CH:5]=[C:6]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])[C:7]([O:9][CH3:10])=[O:8])[CH:3]1[C:16]([O-:18])=[O:17].CO.CC(C)=O.Cl>O>[CH3:1][C:2]1([CH3:19])[CH:4]([CH:5]=[C:6]([O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[C:7]([O:9][CH3:10])=[O:8])[CH:3]1[C:16]([OH:18])=[O:17]

Participants

6

Reactant 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 887MethanolHCID 86740520HCID 86740520, compound

Product 1

HCID 56622063HCID 56622063, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of 410 mg of methoxymethyl (1R,trans,ΔE) 2,2-dimethyl-3-[2-tert.-butoxy-2-methoxy carbonyl-ethenyl]cyclopropane-carboxylate, 8 ml of methanol, 8 ml of acetone and 16 ml of aqueous N hydrochloric acid was stirred at 20° C. for 6 hours and was poured into water. The mixture was extracted with ether and the organic phase was evaporated to dryness under reduced pressure to obtain 300 mg of (1R,trans,ΔE) 2,2-dimethyl-3-[2-tert.-butoxy-2-methoxy carbonyl-ethenyl]cyclopropane-carboxylic acid.

Workup

  1. extractionThe mixture was extracted with ether
  2. customthe organic phase was evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-bc3606d19ddf4b8b9da1747d5f220ae0
Source dataset
uspto-grants-1985_12
Patent number
US04556666

Reaction notes

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