Hydrochloric Acid → HCID 14570903, compound

HRID 1534256Notes

Reaction equation

HRID 1534256 reaction equation
[ClH:1].[OH:2][C:3]1[C:8]2[C:9]([CH3:21])=[C:10]([CH2:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[O:11][C:7]=2[CH:6]=[CH:5][C:4]=1[CH2:22]N(C)C.[BH4-].[Na+].Cl>C(O)C>[OH:2][C:3]1[C:8]2[C:9]([CH3:21])=[C:10]([CH2:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[O:11][C:7]=2[C:6]([Cl:1])=[CH:5][C:4]=1[CH3:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 19910761HCID 19910761, compound

Product 1

HCID 14570903HCID 14570903, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of (177) (Example 45) (0.106 g, 0.3 mmol) in 5 mL ethanol was added sodium borohydride (0.111 g, 3 mmol). The mixture was refluxed for 1 h, cooled and poured into cold dilute HCl (1N). Extraction with ethyl acetate, followed by chromatography of the concentrated organic extract gave the title compound.

Workup

  1. temperatureThe mixture was refluxed for 1 h
  2. temperaturecooled
  3. extractionExtraction with ethyl acetate
  4. extractionorganic extract

Sources & evidence

ORD record
ord-360a9e5297934829b1801a2121e30058
Source dataset
uspto-grants-1992_02
Patent number
US05087638

Reaction notes

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