Methanol → HCID 22634710, compound

HRID 2417336Notes

Reaction equation

HRID 2417336 reaction equation
COC[O:4][C:5]1[C:6]([C:19]2[CH:20]=[C:21]([C:25](=[CH2:29])[C:26]([OH:28])=[O:27])[CH:22]=[CH:23][CH:24]=2)=[CH:7][C:8]2[C:9]([CH3:18])([CH3:17])[CH2:10][CH2:11][C:12]([CH3:16])([CH3:15])[C:13]=2[CH:14]=1.CO.[CH2:32]1COCC1.S(=O)(=O)(O)O>O>[OH:4][C:5]1[C:6]([C:19]2[CH:20]=[C:21]([C:25](=[CH2:29])[C:26]([O:28][CH3:32])=[O:27])[CH:22]=[CH:23][CH:24]=2)=[CH:7][C:8]2[C:9]([CH3:18])([CH3:17])[CH2:10][CH2:11][C:12]([CH3:15])([CH3:16])[C:13]=2[CH:14]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 1118Sulfuric AcidHCID 8028TetrahydrofuranHCID 22634684HCID 22634684, compound

Product 1

HCID 22634710HCID 22634710, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2 g (5 mmol) of 3-(3-methoxymethoxy-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)phenylacrylic acid, 10 ml of methanol and 10 ml of THF are introduced into a round-bottomed flask. 2.8 ml of concentrated sulphuric acid are added and the mixture is stirred at room temperature for &é hours. The reaction medium is poured into water and extracted with ethyl ether, and the organic phase is separated out after settling has taken place, washed with water, dried over magnesium sulphate and evaporated. 1.80 g (98%) of the expected methyl ester are collected, with a melting point of 182-3° C.

Workup

  1. extractionextracted with ethyl ether
  2. customthe organic phase is separated out after settling
  3. washwashed with water
  4. dry with materialdried over magnesium sulphate
  5. customevaporated
  6. custom1.80 g (98%) of the expected methyl ester are collected, with a melting point of 182-3° C.

Sources & evidence

ORD record
ord-15696a67bc5849aab801cce8ab4471d3
Source dataset
uspto-grants-2004_11
Patent number
US06825360B1

Reaction notes

Loading…