Potassium Hydroxide → HCID 13657276, compound

HRID 746295Notes

Reaction equation

HRID 746295 reaction equation
[CH2:1]([CH:7]1[CH2:9][CH:8]1[C:10]([O:12]CC)=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[OH-].[K+]>>[CH2:1]([CH:7]1[CH2:9][CH:8]1[C:10]([OH:12])=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 11356077HCID 11356077, compound

Product 1

HCID 13657276HCID 13657276, compound

Procedure

After an excess of 1-octene was distilled from the reaction mixture, the ethyl ester was isolated by distillation (b.p. 88° C./0.5 mmHg). Cis/trans=34/66 (according to gas chromatographic analysis); [α]D =+24.4° (neat, 1 dm). The ester was hydrolyzed with caustic potash to give 2-hexylcyclopropanecarboxylic acid (b.p. 110° C./0.5 mmHg). [α]D =+36.2° (c 5.0, chloroform).

Workup

  1. distillationAfter an excess of 1-octene was distilled from the reaction mixture
  2. customthe ethyl ester was isolated by distillation (b.p. 88° C./0.5 mmHg)
  3. custom[α]D =+24.4° (neat, 1 dm)

Sources & evidence

ORD record
ord-55598b8032824cabaf6be5a8ca74e3a9
Source dataset
uspto-grants-1986_07
Patent number
US04603218

Reaction notes

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