Hydrochloric Acid → HCID 21195349, compound

HRID 1066684Notes

Reaction equation

HRID 1066684 reaction equation
S(O[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][O:24][CH2:25][C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])(C1C=CC(C)=CC=1)(=O)=O.[Br-:33].[Li+].CCOCC.Cl>CC(C)=O>[Br:33][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][O:24][CH2:25][C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 82050Lithium BromideHCID 21195353HCID 21195353, compound

Product 1

HCID 21195349HCID 21195349, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To 2 mmol of product 2 in acetone was added lithium bromide (7 mmol) and the solution was stirred at room temperature for 4 hours. Ether (20 ml) and dilute HCl was added, and the organic layer washed successively with water and brine, dried (MgSO4), and evaporated under reduced pressure. The product 3 was isolated as an oil in 85% yield by column chromotography (hexane/ethyl acetate 4:1). TLC (hexane/ethyl acetate 3:1) Rf=0.8. 1H-NMR 1.2-1.65 (m, 20H, CH2), 1.48 (s, 9H, (t-butyl) CH3), 3.41 (t, 2H, C(15)H2), 3.50 (t, 2H, C(4)H2), 3.94 (s, 3H, C(2)H2).

Workup

  1. washthe organic layer washed successively with water and brine
  2. dry with materialdried (MgSO4)
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-031596eedfde44178bbde90ff71575bf
Source dataset
uspto-grants-2001_06
Patent number
US06245317B1

Reaction notes

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