Hydrochloric Acid → HCID 71230788, compound

HRID 2199572Notes

Reaction equation

HRID 2199572 reaction equation
[Br:1][C:2]1[S:6][C:5]([C:7]2[S:8][C:9]([C:12]3[S:13][C:14]([Br:22])=[CH:15][C:16]=3[CH2:17][C:18]([O:20]C)=[O:19])=[CH:10][CH:11]=2)=[C:4]([CH2:23][C:24]([O:26]C)=[O:25])[CH:3]=1.[OH-].[Na+].Cl>O1CCOCC1>[Br:22][C:14]1[S:13][C:12]([C:9]2[S:8][C:7]([C:5]3[S:6][C:2]([Br:1])=[CH:3][C:4]=3[CH2:23][C:24]([OH:26])=[O:25])=[CH:11][CH:10]=2)=[C:16]([CH2:17][C:18]([OH:20])=[O:19])[CH:15]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 71230632HCID 71230632, compound

Product 1

HCID 71230788HCID 71230788, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

Intermediate D (1.10 g, 2.00 mmol) was dissolved in dioxane (5 ml) and 2 M NaOH (5 ml) was added. The mixture was heated at 80° C. for 1 h. 6 M HCl was added and the aqueous mixture extracted with EtOAc. Combined organic layers were dried (MgSO4) and evaporated. Yield: 982 mg (94%); pale yellow solid. 1H NMR (400 MHz, DMSO-d6): δ 3.77 (s, 4H), 7.30 (s, 2H), 7.31 (s, 2H).

Workup

  1. extractionthe aqueous mixture extracted with EtOAc
  2. dry with materialCombined organic layers were dried (MgSO4)
  3. customevaporated

Sources & evidence

ORD record
ord-f21c8a8a74b54714ba54d6ec34b2587b
Source dataset
uspto-grants-2016_06
Patent number
US09359311B2

Reaction notes

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