Hydrochloric Acid → HCID 19822206, compound

HRID 1030376Notes

Reaction equation

HRID 1030376 reaction equation
[BH4-].[Na+].[O:3]=[C:4]1[NH:8][C:7](=[O:9])[CH:6]([CH2:10][C:11]2[CH:42]=[CH:41][C:14]([O:15][CH2:16][C:17]3([CH3:40])[CH2:26][C:25](=[O:27])[C:24]4[C:19](=[C:20]([CH3:39])[C:21]([CH3:38])=[C:22]([O:29][CH2:30][C:31]([O:33][CH2:34][CH2:35][O:36][CH3:37])=[O:32])[C:23]=4[CH3:28])[O:18]3)=[CH:13][CH:12]=2)[S:5]1.Cl>CO>[O:3]=[C:4]1[NH:8][C:7](=[O:9])[CH:6]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([O:15][CH2:16][C:17]3([CH3:40])[CH2:26][CH:25]([OH:27])[C:24]4[C:19](=[C:20]([CH3:39])[C:21]([CH3:38])=[C:22]([O:29][CH2:30][C:31]([O:33][CH2:34][CH2:35][O:36][CH3:37])=[O:32])[C:23]=4[CH3:28])[O:18]3)=[CH:41][CH:42]=2)[S:5]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 19822223HCID 19822223, compound

Product 1

HCID 19822206HCID 19822206, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.5 g of sodium borohydride were added, whilst ice-cooling, to a mixture of 1.2 g of 2-methoxyethyl α-{2-[4-(2,4-dioxothiazolidin-5-ylmethyl)-phenoxymethyl]-2,5,7,8-tetramethyl-4-oxochroman -6-yloxy}acetate (prepared as described in Example 35) and 20 ml of methanol, and the mixture was stirred for 60 minutes. The reaction mixture was then poured into ice-water, neutralized with 10% w/v aqueous hydrochloric acid, and then extracted with ethyl acetate. The extract was washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to give the title compound as a pale yellow powder.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-b845dc169bfd45a388c89d99d6eada80
Source dataset
uspto-grants-1992_04
Patent number
US05104888

Reaction notes

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