HCID 86746863, compound → HCID 59910751, compound

HRID 1066273Notes

Reaction equation

HRID 1066273 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-d00f23c5a5de48a7ae601d44b64fcb6a
Source dataset
uspto-grants-2001_06
Patent number
US06242485B1

Reaction notes

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