Methanol → HCID 14614324, compound

HRID 986229Notes

Reaction equation

HRID 986229 reaction equation
Br[CH:2]([C:6]([CH3:26])([CH3:25])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([CH3:24])([CH3:23])[CH:18](Br)[C:19]([OH:21])=[O:20])[C:3]([OH:5])=[O:4].[CH3:27][OH:28].[CH3:29][O-:30].[Na+]>O>[CH3:27][O:28][CH:2]([C:6]([CH3:26])([CH3:25])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([CH3:24])([CH3:23])[CH:18]([O:30][CH3:29])[C:19]([OH:21])=[O:20])[C:3]([OH:5])=[O:4]

Participants

5

Reactant 3

HCID 887MethanolHCID 10942334Sodium MethoxideHCID 14614322HCID 14614322, compound

Product 1

HCID 14614324HCID 14614324, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

1.21 g. 2,15-Dibromo-3,3,14-,14-tetramethylhexadecane-1,16-dioic acid, prepared according to Example 9 of EP-OS No. 0 081 930, was dissolved in 50 ml. methanol, in which are contained 0.58 g. sodium methylate. Thereafter, 64 ml. water were added thereto and the mixture heated to 60° C. for 4 days. The solvent was evaporated to dryness and the crude product dissolved in water, washed with ether, acidified with HCl and extracted with ether. The ether extract was dried over anhydrous magnesium sulphate and evaporated to dryness.

Workup

  1. dissolution0 081 930, was dissolved in 50 ml
  2. customThe solvent was evaporated to dryness
  3. dissolutionthe crude product dissolved in water
  4. washwashed with ether
  5. extractionextracted with ether
  6. extractionThe ether extract
  7. dry with materialwas dried over anhydrous magnesium sulphate
  8. customevaporated to dryness

Sources & evidence

ORD record
ord-f0f47a0a2373445a8c5b48ad9cefb5e2
Source dataset
uspto-grants-1987_12
Patent number
US04711896

Reaction notes

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