Hydrochloric Acid → HCID 53744866, compound

HRID 1287308Notes

Reaction equation

HRID 1287308 reaction equation
[CH:1]([CH:8]1[CH:13]2[CH:9]1[CH2:10][CH:11]([OH:24])[CH:12]2[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]([O:22]C)=[O:21])=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].C(=O)([O-])[O-].[Na+].[Na+].Cl>CO>[CH:1]([CH:8]1[CH:13]2[CH:9]1[CH2:10][CH:11]([OH:24])[CH:12]2[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 53780743HCID 53780743, compound

Product 1

HCID 53744866HCID 53744866, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

A solution of methyl 6-(1-heptenyl)-3-hydroxybicyclo[3.1.0]hexane-2-heptanoate (17 mg.) from Example 25 in 5 ml. of methanol containing 0.5 ml. of 10% aqueous sodium carbonate solution is heated at 55° C. for 2 hours. The resulting mixture is then cooled to 0° C., acidified with hydrochloric acid to pH 2, and extracted with diethyl ether. The diethyl ether solution is washed, dried with anhydrous sodium sulfate, and evaporated to give 6-(1-heptenyl)-3-hydroxybicyclo[3.1.0]hexane-2-heptanoic acid. I. R. 1745 and 1700 cm-1.

Workup

  1. extractionextracted with diethyl ether
  2. washThe diethyl ether solution is washed
  3. dry with materialdried with anhydrous sodium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-c11b598846f94c458b6d54c6e67c6694
Source dataset
uspto-grants-1976_10
Patent number
US03984420

Reaction notes

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