Hydrochloric Acid → HCID 20304517, compound

HRID 1732747Notes

Reaction equation

HRID 1732747 reaction equation
[BH4-].[Na+].[O:3]=[C:4]1[CH:9]=[C:8]([C:10]([OH:12])=[O:11])[O:7][C:6]2[C:13]([CH2:21][C:22](=[O:24])[CH3:23])=[C:14]3[C:19](=[CH:20][C:5]1=2)[CH2:18][CH2:17][CH2:16][CH2:15]3.Cl>[OH-].[Na+]>[OH:24][CH:22]([CH3:23])[CH2:21][C:13]1[C:6]2[O:7][C:8]([C:10]([OH:12])=[O:11])=[CH:9][C:4](=[O:3])[C:5]=2[CH:20]=[C:19]2[C:14]=1[CH2:15][CH2:16][CH2:17][CH2:18]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 20304583HCID 20304583, compound

Product 1

HCID 20304517HCID 20304517, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent2×

Procedure

To a stirred solution of sodium borohydride (0.4 g) in 0.02 N aqueous sodium hydroxide (30 ml) was added dropwise a solution of 4-oxo-10-(2-oxopropyl)-6,7,8,9-tetrahydro-4H-naphtho[2,3-b]pyran-2-carboxylic acid (2.3 g) in 0.02 N aqueous sodium hydroxide (100 ml). The resulting solution was stirred at ambient temperature for 20 hours, then cooled in ice and acidified with dilute hydrochloric acid. The precipitate was filtered washed with water and dried giving the title compound as a white solid, mp 235°.

Workup

  1. temperaturecooled in ice
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-f4e66f83a9b14ff09bdb5ca79fd5e9c3
Source dataset
uspto-grants-1980_12
Patent number
US04238606

Reaction notes

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