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Sodium borohydride → HCID 15376165, compound

HRID 2380170
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Reaction equation

HRID 2380170 reaction equation
[CH3:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:3](=[O:5])[CH3:4].[BH4-].[Na+]>C(O)C>[CH3:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH:3]([OH:5])[CH3:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 15376167HCID 15376167, compound

Product 1

HCID 15376165HCID 15376165, compoundYield 99.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2 g (7.46 mmol) of 3-methyl-heptadecan-2-one are dissolved in 20 ml of ethanol and the solution is treated, at 0° C., with 0.28 g (7.46 mmol) of sodium borohydride. Stirring is continued for two hours at 0° C. and for two hours at room temperature. The mixture is subsequently concentrated under reduced pressure, the concentrate is taken up in cyclohexane/water, and the aqueous phase is extracted three times using cyclohexane. After the extract has been dried and concentrated, 2 g (99% of theory) of 3-methyl-heptadecan-2-ol are obtained as pure substance.

Workup

  1. concentrationThe mixture is subsequently concentrated under reduced pressure
  2. extractionthe aqueous phase is extracted three times
  3. customAfter the extract has been dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-943f990ad1d949939e4d0017202bfec5
Source dataset
uspto-grants-1994_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05365691

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes