Hydrochloric Acid → HCID 14570903, compound

HRID 1607288Notes

Reaction equation

HRID 1607288 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-7af2ce6b92c5463a9eba2d94510d0650
Source dataset
uspto-grants-1989_09
Patent number
US04863958

Reaction notes

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