Hydrochloric Acid → HCID 86753104, compound

HRID 2393574Notes

Reaction equation

HRID 2393574 reaction equation
C([O:9][CH:10]1[CH2:18][CH:13]2[O:14][C:15](=[O:17])[CH2:16][CH:12]2[CH:11]1/[CH:19]=[CH:20]/[C@@H:21]([CH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1)[OH:22])(=O)C1C=CC=CC=1.C([O-])([O-])=O.[K+].[K+].Cl>CO>[CH:23]1([C@@H:21]([OH:22])/[CH:20]=[CH:19]/[C@@H:11]2[C@@H:12]3[C@@H:13]([O:14][C:15](=[O:17])[CH2:16]3)[CH2:18][C@H:10]2[OH:9])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 86753103HCID 86753103, compound

Product 1

HCID 86753104HCID 86753104, compoundYield 103.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 42 (7.35 g, 19.1 mmol) in methanol (100 mL) was added K2CO3 (2.64 g, 19.1 mmol). After 2h, 200 mL of 2M HCl was added, the mixture was extracted with ethyl acetate (3×100 mL), and the combined organic layers were dried over MgSO4, filtered, and concentrated to afford crude diol 43 (5.53 g), which was used in the next step without purification.

Workup

  1. extractionthe mixture was extracted with ethyl acetate (3×100 mL)
  2. dry with materialthe combined organic layers were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-92ad217f8ede471ea3d8656301cd8e4f
Source dataset
uspto-grants-1998_09
Patent number
US05807892

Reaction notes

Loading…