Cyclopentanethiol → HCID 14013851, compound

HRID 1763155Notes

Reaction equation

HRID 1763155 reaction equation
[F:1][CH:2]([F:24])[C:3]1[N:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[C:6]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:5](Br)[C:4]=1[C:19]([O:21][CH2:22][CH3:23])=[O:20].[H-].[Na+].[CH:27]1([SH:32])[CH2:31][CH2:30][CH2:29][CH2:28]1>C1COCC1>[CH:27]1([S:32][C:5]2[C:4]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:3]([CH:2]([F:24])[F:1])[N:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[C:6]=2[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:31][CH2:30][CH2:29][CH2:28]1

Participants

5

Reactant 3

HCID 15510CyclopentanethiolHCID 24758Sodium hydrideHCID 14013849HCID 14013849, compound

Product 1

HCID 14013851HCID 14013851, compoundYield 100.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

This compound was prepared as described in Example 108: 8.4 g (0.02 mol) of product of Example 106, 0.88 g (0.022 mol) of 60% NaH, and 2.45 g (0.024 mol) of cyclopentylmercaptan in 100 ml of dry THF were reacted affording 8.85 g of a light brown oil. The crude product mixture was kugelrohr distilled at 110°-130° C./67 Pa affording 8.44 g (96%) of product as a light yellow oil, nD25 1.4808.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-d586d4f21963494d971dcf863196bf1f
Source dataset
uspto-grants-1989_05
Patent number
US04835279

Reaction notes

Loading…