Hydrochloric Acid → alpha-{5-[4-(6-Hydroxy-2,5,7,8-tetramethylchroman-2-yl-methoxy)benzyl]-2,4-dioxothiazolidin-3yl}acetic acid

HRID 1030387Notes

Reaction equation

HRID 1030387 reaction equation
[OH:1][C:2]1[C:3]([CH3:39])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([CH2:15][O:16][C:17]1[CH:38]=[CH:37][C:20]([CH2:21][CH:22]3[S:26][C:25](=[O:27])[N:24]([CH2:28][C:29]([O:31]C(C)(C)C)=[O:30])[C:23]3=[O:36])=[CH:19][CH:18]=1)([CH3:14])[CH2:6][CH2:5]2.Cl>O1CCOCC1>[OH:1][C:2]1[C:3]([CH3:39])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][C:7]([CH2:15][O:16][C:17]1[CH:38]=[CH:37][C:20]([CH2:21][CH:22]3[S:26][C:25](=[O:27])[N:24]([CH2:28][C:29]([OH:31])=[O:30])[C:23]3=[O:36])=[CH:19][CH:18]=1)([CH3:14])[CH2:6][CH2:5]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19822185t-Butyl alpha-{5-[4-(6-hydroxy-2,5,7,8-tetramethylchroman-2-ylmethoxy)benzyl]-2,4-dioxothiazolidin-3-yl}acetate

Product 1

HCID 19822231alpha-{5-[4-(6-Hydroxy-2,5,7,8-tetramethylchroman-2-yl-methoxy)benzyl]-2,4-dioxothiazolidin-3yl}acetic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 1.0 g of t-butyl α-{5-[4-(6-hydroxy-2,5,7,8-tetramethylchroman-2-ylmethoxy)benzyl ]-2,4-dioxothiazolidin-3-yl}acetate (prepared as described in Example 46) and 10 ml of a 4N dioxane solution of hydrogen chloride was allowed to stand at room temperature overnight. At the end of this time, the solvent was distilled off and the residue was washed with water to give the title compound as a pale yellow powder, softening at 85°-90° C.

Workup

  1. distillationAt the end of this time, the solvent was distilled off
  2. washthe residue was washed with water

Sources & evidence

ORD record
ord-babe3a4713d34b24aeae93870948c4dc
Source dataset
uspto-grants-1992_04
Patent number
US05104888

Reaction notes

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