Hydrochloric Acid → HCID 9840085, compound

HRID 2085911Notes

Reaction equation

HRID 2085911 reaction equation
O1[C:3]23[C@H:16]([CH2:17][CH2:18][C:19](=[O:20])[CH:2]12)[C@@H:15]1[C@H:6]([C@:7]24[CH2:22][C@H:8]2[CH2:9][C@H:10]([OH:21])[C@:11]4([CH2:13][CH2:14]1)[CH3:12])[CH2:5][CH2:4]3.[ClH:23].C(=O)([O-])[O-].[Na+].[Na+]>CC(C)=O>[Cl:23][C:2]1[C:19](=[O:20])[CH2:18][CH2:17][C@H:16]2[C:3]=1[CH2:4][CH2:5][C@@H:6]1[C@@H:15]2[CH2:14][CH2:13][C@@:11]2([CH3:12])[C@@:7]31[CH2:22][C@H:8]3[CH2:9][C@@H:10]2[OH:21]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 12992472HCID 12992472, compound

Product 1

HCID 9840085HCID 9840085, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The epoxide mixture of step 1 (2 g) is dissolved in 200 ml of acetone and treated at 5° C. with 12 ml of concentrated hydrochloric acid. After 2 house, the mixture is neutralized with sodium carbonate solution and the acetone is removed. The residue is extracted with dichloromethane. The organic extracts are dried and concentrated, After crystallization from ethanol, 4-chloro-17β-hydroxy-14α,15α-methylenestr-4-ene-3-one is obtained.

Workup

  1. customthe acetone is removed
  2. extractionThe residue is extracted with dichloromethane
  3. customThe organic extracts are dried
  4. concentrationconcentrated
  5. customAfter crystallization from ethanol

Sources & evidence

ORD record
ord-d675df6f1b7741199fc53040f5a2f465
Source dataset
uspto-grants-2004_04
Patent number
US06723715B1

Reaction notes

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