Hydrochloric Acid → HCID 13393460, compound

HRID 1381048Notes

Reaction equation

HRID 1381048 reaction equation
[OH:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][C:3]=1[C:13](=[O:31])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30].[BH4-].[Na+].Cl>C(O)C>[OH:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][C:3]=1[CH:13]([OH:31])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 13393452Ethyl 4-hydroxy-3-octadecanoylbenzoate

Product 1

HCID 13393460HCID 13393460, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound of Example 1 (1.0 g) was dissolved in 20 ml of absolute ethanol, and 0.1 g NaBH4 was added with stirring under N2 atmosphere. The reaction mixture was stirred for two hours, added to 1N HCl, and the mixture concentrated to dryness under reduced pressure to give a crystalline mass. This solid was extracted into ethyl acetate, and the extractants combined and washed with water, then dried over sodium sulfate. The solvent was removed under reduced pressure to give the title compound, m.p. ca. 75° C. ##STR9##

Workup

  1. stirringThe reaction mixture was stirred for two hours
  2. concentrationthe mixture concentrated to dryness under reduced pressure
  3. customto give a crystalline mass
  4. extractionThis solid was extracted into ethyl acetate
  5. washwashed with water
  6. dry with materialdried over sodium sulfate
  7. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-fc22d478efbb4f55bbd41d37a6a5fda8
Source dataset
uspto-grants-1986_04
Patent number
US04584397

Reaction notes

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