Hydrochloric Acid → HCID 21138155, compound

HRID 1358889Notes

Reaction equation

HRID 1358889 reaction equation
[C:1]([O:4][C@H:5]1[CH2:10][CH2:9][C@H:8]2[C@H:11]3[C@H:20]([C@@H:21]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][S:32]([CH2:35][CH2:36][CH2:37][C:38]([F:44])([F:43])[C:39]([F:42])([F:41])[F:40])(=[O:34])=[O:33])[CH2:22][C@:6]12[CH3:7])[C:19]1[CH:18]=[CH:17][C:16]([OH:45])=[CH:15][C:14]=1[CH2:13][CH2:12]3)(=[O:3])[CH3:2].S([O-])(O[CH3:50])(=O)=O.Cl.C(=O)(O)[O-].[Na+]>CC(C)=O.O>[C:1]([O:4][C@H:5]1[CH2:10][CH2:9][C@H:8]2[C@H:11]3[C@H:20]([C@@H:21]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][S:32]([CH2:35][CH2:36][CH2:37][C:38]([F:43])([F:44])[C:39]([F:40])([F:41])[F:42])(=[O:33])=[O:34])[CH2:22][C@:6]12[CH3:7])[C:19]1[CH:18]=[CH:17][C:16]([O:45][CH3:50])=[CH:15][C:14]=1[CH2:13][CH2:12]3)(=[O:3])[CH3:2]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 4694097Methyl sulfate(1-)HCID 86585317HCID 86585317, compound

Product 1

HCID 21138155HCID 21138155, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

2.9 cm3 of water is added to 1.05 g of the phenol obtained in Example 94 in solution in 3.9 cm3 of acetone, agitation is carried out, 0.3 cm3 of methyl sulphate and 0.83 cm3 of an 2N aqueous soda solution are added and agitation is carried out for 1 hour at ambient temperature. The reaction medium is acidified with 1 cm3 of 2N hydrochloric acid, poured into an aqueous solution of sodium bicarbonate, extracted with ethyl acetate, dried and the solvent is evaporated off. After chromatographing the residue on silica (eluant: ethyl acetate-cyclohexane 3-7), 959 mg of expected product is obtained.

Workup

  1. extractionextracted with ethyl acetate
  2. customdried
  3. customthe solvent is evaporated off

Sources & evidence

ORD record
ord-7b26557d526a48ca917cb422e2bc221a
Source dataset
uspto-grants-2003_07
Patent number
US06596885B2

Reaction notes

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