Hydrochloric Acid → HCID 54262669, compound

HRID 1578669Notes

Reaction equation

HRID 1578669 reaction equation
C[O:2][C:3](=[O:27])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C@@H:10]1[C:14](=[O:15])[CH2:13][CH2:12][C@H:11]1[CH:16]=[CH:17][CH:18]([OH:26])[CH2:19][CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1.[OH-].[Na+].Cl>CO.CCOCC>[CH:20]1([CH2:19][CH:18]([OH:26])[CH:17]=[CH:16][C@@H:11]2[CH2:12][CH2:13][C:14](=[O:15])[C@H:10]2[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]([OH:27])=[O:2])[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53694759HCID 53694759, compound

Product 1

HCID 54262669HCID 54262669, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of trans-2-(4-cyclohexyl-3-hydroxy-1-butenyl)-5-oxocyclopentaneheptanoic acid methyl ester, Isomer A (11.56 g), described in Example 10, in 53 ml of methanol is added 10% NaOH (18.3 ml). The mixture is stirred at room temperature for 2 hr then rendered acidic with 10% HCl and diluted with ether. The ether solution is washed with water, dried and evaporated to yield Isomer A of the title compound, νmaxCHCl3 1730, 1710 cm-1.

Workup

  1. washThe ether solution is washed with water
  2. customdried
  3. customevaporated

Sources & evidence

ORD record
ord-9425d27a09824a44bfbcd54d4ddb0c76
Source dataset
uspto-grants-1976_02
Patent number
US03937801

Reaction notes

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