HCID 20322310, compound → HCID 20322205, compound

HRID 1833764Notes

Reaction equation

HRID 1833764 reaction equation
C[O:2][CH2:3][CH2:4][CH:5]([CH:7]([CH2:17][CH2:18][CH2:19][CH:20]([OH:26])[CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])[OH:6].OC(CCCC(O)CCCCC)CCCCCCC(O)=O>C(Cl)(Cl)Cl>[OH:6][CH:5]([CH:7]([CH2:17][CH2:18][CH2:19][CH:20]([OH:26])[CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])[CH2:4][CH2:3][OH:2]

Participants

4

Reactant 2

HCID 20322310HCID 20322310, compoundHCID 20322311HCID 20322311, compound

Product 1

HCID 20322205HCID 20322205, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The crude reduction mixture (1.55 g.) is applied to a silica gel column (30 g., 0.05-0.2 mm.; E. Merck, Darmstadt) with chloroform. Impurities are eluted with chloroform (260 ml.) followed by chloroform-methanol (98:2, 145 ml.) and chloroform-methanol (95:5, 60 ml.). Continued elution with the latter eluant (225 ml.) provides oil A (0.5 g.) which is a mixture of 8-(3-methoxy-1-hydroxy-1-propyl)-12-hydroxyheptadecanoic acid and 8,12-dihydroxyheptadecanoic acid.

Workup

  1. washImpurities are eluted with chloroform (260 ml.)
  2. washContinued elution with the latter eluant (225 ml.)
  3. customprovides oil A (0.5 g.) which

Sources & evidence

ORD record
ord-f86aa5c55df147c39ed3fb91a2d2526f
Source dataset
uspto-grants-1978_01
Patent number
US04066692

Reaction notes

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