HCID 86746863, compound → HCID 59910751, compound

HRID 1281207Notes

Reaction equation

HRID 1281207 reaction equation
[F:1][C:2]([F:38])([CH2:34][CH2:35][CH2:36][CH3:37])[C:3](=[O:33])[CH2:4][CH2:5][C@H:6]1[C@H:10]([OH:11])[CH2:9][C:8](=[O:12])[C@@H:7]1[CH2:13]/[CH:14]=[CH:15]\[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([O:23]CC(C1C=CC=CC=1)=O)=[O:22]>C(O)(=O)C.[Zn]>[F:1][C:2]([F:38])([CH2:34][CH2:35][CH2:36][CH3:37])[C:3](=[O:33])[CH2:4][CH2:5][C@H:6]1[C@H:10]([OH:11])[CH2:9][C:8](=[O:12])[C@@H:7]1[CH2:13]/[CH:14]=[CH:15]\[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22]

Participants

4

Reactant 1

HCID 86746863HCID 86746863, compound

Product 1

HCID 59910751HCID 59910751, compoundYield 83.5%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

The compound (16-b)(0.272 g) was dissolved in acetic acid (10 ml). Zinc (3.5 g) was added little by little at room temperature, and the mixture was agitated for 2.5 hours. The crude product obtained by the conventional treatment of the reaction mixture was purified on silica gel column to give the titled compound (17-a) [yield:0.177 g(81%)].

Workup

  1. customThe crude product obtained by the conventional treatment of the reaction mixture
  2. customwas purified on silica gel column

Sources & evidence

ORD record
ord-69d062cc3ccf4549894ec4b77e39ba78
Source dataset
uspto-grants-2002_09
Patent number
US06452039B1

Reaction notes

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