HCID 86746863, compound → HCID 59910751, compound

HRID 249116Notes

Reaction equation

HRID 249116 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, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of the compound (46) (0.272 g) in acetic acid (10 ml) was treated with zinc (3.5 g) added in portions at the room temperature for 2.5 hours. The resultant mixture was worked up with the conventional procedure and the residue was subjected to silicagel column chromatography to give the titled compound (57). Yield: 0.177 g (81%).

Workup

  1. additionadded in portions at the room temperature for 2.5 hours

Sources & evidence

ORD record
ord-49794275145f41d69a90b204d478251b
Source dataset
uspto-grants-1993_05
Patent number
US05212324

Reaction notes

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