Hydrochloric Acid → HCID 19746852, compound

HRID 2253927Notes

Reaction equation

HRID 2253927 reaction equation
[OH-:1].[Na+].[CH2:3]([C:6]([OH:26])([CH2:23][CH:24]=[CH2:25])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([CH3:22])([CH3:21])[CH:19]=[O:20])[CH:4]=[CH2:5].Cl>>[CH2:3]([C:6]([OH:26])([CH2:23][CH:24]=[CH2:25])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([CH3:21])([CH3:22])[C:19]([OH:1])=[O:20])[CH:4]=[CH2:5]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19746849HCID 19746849, compound

Product 1

HCID 19746852HCID 19746852, compoundYield 46%

Procedure

The NaOH extracts from the product of Example 7 were brought to pH 2 with dilute HCl and extracted with ether. These extracts were dried (Na2SO4), evaporated and the yellow glass dried at 30° centigrade/0.5 mm. yielding 18.4 g (46%) of the title compound. A 0 28 g-sample prepared in this manner was flash chromatographed on a 1×15 cm column of silica gel in 20% C2H5OCOCH3 --CH2Cl2 and furnished 0.13 g of the title compound.

Workup

  1. extractionextracted with ether
  2. dry with materialThese extracts were dried (Na2SO4)
  3. customevaporated
  4. customthe yellow glass dried at 30° centigrade/0.5 mm

Sources & evidence

ORD record
ord-98f94bbeef0846b392d379c496405389
Source dataset
uspto-grants-1993_08
Patent number
US05233063

Reaction notes

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