HCID 86681257, compound → HCID 86681256, compound

HRID 336577Notes

Reaction equation

HRID 336577 reaction equation
[CH3:1][C:2]12[CH2:12][CH:6]3[CH2:7][C:8]([CH3:11])([CH2:10][C:4]([C:14](O)=[O:15])([CH:5]3[CH3:13])[CH2:3]1)[CH2:9]2>O1CCCC1>[CH3:11][C:8]12[CH2:7][CH:6]3[CH2:12][C:2]([CH3:1])([CH2:3][C:4]([CH2:14][OH:15])([CH:5]3[CH3:13])[CH2:10]1)[CH2:9]2

Participants

3

Reactant 1

HCID 86681257HCID 86681257, compound

Product 1

HCID 86681256HCID 86681256, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 3,5,8-trimethyl-1-adamantane carboxylic acid (0.5 g) in tetrahydrofuran (3 mL) was dropwise added BH3.tetrahydrofuran (4.50 mL) and the mixture was stirred at room temperature for 14 hours. The reaction mixture was quenched with methanol (3 mL), concentrated and purified by chromatography on silica gel using 0-30% ethyl acetate/hexanes as eluent to provide the title compound.

Workup

  1. customThe reaction mixture was quenched with methanol (3 mL)
  2. concentrationconcentrated
  3. custompurified by chromatography on silica gel using 0-30% ethyl acetate/hexanes as eluent

Sources & evidence

ORD record
ord-3c663e67eeac45cfb4948cc0f8dfea3e
Source dataset
uspto-grants-2014_11
Patent number
US08889675B2

Reaction notes

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