HCID 14651083, compound → HCID 14651086, compound

HRID 1199432Notes

Reaction equation

HRID 1199432 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:13][C:12]([CH3:15])([CH3:14])[CH2:11][C:10]([CH3:17])([CH3:16])[C:9]=2/[CH:18]=[CH:19]/[CH:20](O)[CH2:21][CH:22]([OH:27])[CH2:23][C:24]([OH:26])=[O:25])=[CH:4][CH:3]=1>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH2:13][C:12]([CH3:14])([CH3:15])[CH2:11][C:10]([CH3:17])([CH3:16])[C:9]=2/[CH:18]=[CH:19]/[C@@H:20]2[O:25][C:24](=[O:26])[CH2:23][C@@H:22]([OH:27])[CH2:21]2)=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 14651083HCID 14651083, compound

Product 1

HCID 14651086HCID 14651086, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The 3,5-dihydroxycarboxylic acid from Step 10 (9.0 g, 23 mmoles) and 250 ml of toluene were refluxed in a Dean-Stark apparatus for 1.5 hours. The toluene was removed in vacuo and the residue chromatographed on silica gel using hexane/ethyl acetate (3/1) as the eluent. The product was recrystallized from ether/hexane. M.P. 121°-122° C.

Workup

  1. customThe toluene was removed in vacuo
  2. customthe residue chromatographed on silica gel
  3. customThe product was recrystallized from ether/hexane

Sources & evidence

ORD record
ord-6d842b0fa1f54ad387fb1dfa6f88935d
Source dataset
uspto-grants-1990_02
Patent number
US04900754

Reaction notes

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