Sodium Hydroxide → HCID 19887536, compound

HRID 654539Notes

Reaction equation

HRID 654539 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:9][C:10]3([CH2:16][C:17]([CH3:32])([CH3:31])[C:18]=2/[CH:19]=[CH:20]/[CH:21]([OH:30])[CH2:22][CH:23]([OH:29])[CH2:24][C:25]([O:27]C)=[O:26])[S:15][CH2:14][CH2:13][CH2:12][S:11]3)=[CH:4][C:3]=1[CH3:33].[OH-].[Na+]>CO>[OH:29][CH:23]([CH2:22][CH:21]([OH:30])/[CH:20]=[CH:19]/[C:18]1[C:17]([CH3:32])([CH3:31])[CH2:16][C:10]2([S:15][CH2:14][CH2:13][CH2:12][S:11]2)[CH2:9][C:8]=1[C:5]1[CH:6]=[CH:7][C:2]([F:1])=[C:3]([CH3:33])[CH:4]=1)[CH2:24][C:25]([OH:27])=[O:26]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86744088HCID 86744088, compound

Product 1

HCID 19887536HCID 19887536, compoundYield 88.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 11 (1.05 g, 2.12 mmol) in 10 mL of methanol at 0°-5° C. was added dropwise aqueous NaOH (2.1 mL of 1N, 2.1 mmol). The mixture was stirred for 1 h and most of the volatiles were removed in vacuo. The residue was acidified with aqueous HCl to pH 3 and extracted with ether. The combined extracts were washed with brine and dried (MgSO4). Removal of the volatiles in vacuo gave 0.90 gm of tan colored solid.

Workup

  1. customwere removed in vacuo
  2. extractionextracted with ether
  3. washThe combined extracts were washed with brine
  4. dry with materialdried (MgSO4)
  5. customRemoval of the volatiles in vacuo

Sources & evidence

ORD record
ord-1ef136a2289347efb2deb33704836784
Source dataset
uspto-grants-1992_07
Patent number
US05132312

Reaction notes

Loading…