HCID 20322202, compound → HCID 20322318, compound

HRID 372896Notes

Reaction equation

HRID 372896 reaction equation
O[CH2:2][CH2:3][C:4]([CH:6]([CH2:16][CH2:17][CH2:18][CH:19]([OH:25])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[O:5].ClC([O-])=O>C(Cl)(Cl)Cl>[C:4]([CH:6]([CH2:16][CH2:17][CH2:18][CH:19]([OH:25])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])(=[O:5])[CH:3]=[CH2:2]

Participants

4

Reactant 2

HCID 20322202HCID 20322202, compoundHCID 21226386Carbonochloridate

Product 1

HCID 20322318HCID 20322318, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 8-(3-hydroxypropionyl)-12-hydroxyheptadecanoic acid . 1/3 chloroformate (Example 8, Step G) (3.58 g., 0.01 mole) in chloroform (5 ml.) is applied to a silica gel column (100 g., E. Merck, Darmstadt, 0.05-0.2 mm.). The column is allowed to stand at 25° for 24 hours, then eluted with chloroform-methanol (98:2) to slowly elute the title compound as a pale yellow oil.

Workup

  1. washeluted with chloroform-methanol (98:2)
  2. washto slowly elute the title compound as a pale yellow oil

Sources & evidence

ORD record
ord-02f92d47d88f481ab5a6e6ffa2cb7618
Source dataset
uspto-grants-1978_05
Patent number
US04092356

Reaction notes

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