Sodium Bicarbonate → 134308-14-8

HRID 1660050Notes

Reaction equation

HRID 1660050 reaction equation
C([O:8][C:9]1[CH:14]=[C:13]([C:15]([CH3:23])([CH3:22])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH:12]=[CH:11][C:10]=1[C@@H:24]1[CH2:29][CH2:28][CH2:27][C@H:26]([OH:30])[CH2:25]1)C1C=CC=CC=1.C(=O)(O)[O-].[Na+].[H][H]>[Pd]>[CH3:23][C:15]([C:13]1[CH:12]=[CH:11][C:10]([C@@H:24]2[CH2:29][CH2:28][CH2:27][C@H:26]([OH:30])[CH2:25]2)=[C:9]([OH:8])[CH:14]=1)([CH3:22])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 12788211HCID 12788211, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 125835134308-14-8Yield 77%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of 22.0 g. (0.0539 mol.) of cis-3-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]cyclohexanol, 12.0 g. of sodium bicarbonate and 2.0 g. of 10% palladium on carbon was stirred under one atmosphere of hydrogen for 2 hours. The reaction mixture was filtered through diatomaceous earth with ethyl acetate and the filtrate evaporated to a solid. The solid was recrystallized from hexane to yield 13.2 g. (77%) of the title product, m.p. 109°-110° C.

Workup

  1. additionA mixture of 22.0 g
  2. filtrationThe reaction mixture was filtered through diatomaceous earth with ethyl acetate
  3. customthe filtrate evaporated to a solid
  4. customThe solid was recrystallized from hexane
  5. customto yield 13.2 g

Sources & evidence

ORD record
ord-ba86bf23e547454999fa275ab75fc802
Source dataset
uspto-grants-1981_12
Patent number
US04306097

Reaction notes

Loading…