Hydrochloric Acid → Methyl (4-phenylbicyclo[2.2.2]oct-1-yl)acetate

HRID 908130Notes

Reaction equation

HRID 908130 reaction equation
Cl.[C:2]1([C:8]23[CH2:15][CH2:14][C:11]([CH2:16][C:17]([OH:19])=[O:18])([CH2:12][CH2:13]2)[CH2:10][CH2:9]3)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:20]O>>[C:2]1([C:8]23[CH2:9][CH2:10][C:11]([CH2:16][C:17]([O:19][CH3:20])=[O:18])([CH2:14][CH2:15]2)[CH2:12][CH2:13]3)[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887Methanol2×HCID 21675351(4-Phenylbicyclo[2.2.2]oct-1-yl)acetic acid

Product 1

HCID 25016427Methyl (4-phenylbicyclo[2.2.2]oct-1-yl)acetate

Procedure

A freshly prepared solution of hydrogen chloride in methanol (˜3 M; ˜2 mL, ˜6 mmol) was added to a solution of (4-Phenylbicyclo[2.2.2]oct-1-yl)acetic acid (0.3 g) in methanol (3 mL) under a calcium chloride guard tube and the mixture stirred for 4 h. The solvent was evaporated to leave the title compound as an off white solid (0.25 g; 78%).

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-99141aab824946bd9ce45af7436b145e
Source dataset
uspto-grants-2011_09
Patent number
US08017603B2

Reaction notes

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