Hydrochloric Acid → HCID 86707571, compound

HRID 2279967Notes

Reaction equation

HRID 2279967 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:13]2[CH:14]=[C:15]([C:26]3[CH:31]=[CH:30][C:29]([O:32][CH2:33][CH2:34][O:35]COCCOC)=[CH:28][CH:27]=3)[CH:16]=[C:17]([O:19]COCCOC)[CH:18]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][CH2:10][CH2:11][OH:12].Cl>CO>[F:1][C:2]1[CH:3]=[C:4]([C:13]2[CH:14]=[C:15]([C:26]3[CH:31]=[CH:30][C:29]([O:32][CH2:33][CH2:34][OH:35])=[CH:28][CH:27]=3)[CH:16]=[C:17]([OH:19])[CH:18]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][CH2:10][CH2:11][OH:12]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86707572HCID 86707572, compound

Product 1

HCID 86707571HCID 86707571, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

2.20 g (4.15 mmol) 3-{3″-fluoro-5′-(2-methoxy-ethoxymethoxy)-4-[2-(2-methoxy-ethoxymethoxy)-ethoxy]-[1,1′;3′,1″]terphenyl-4″-yloxy}-propane-1-ol are dissolved in 25 ml methanol and after addition of 3 ml conc. hydrochloric acid heated overnight at 50° C. The solvent is removed in vacuo, the crude product is dissolved in MTB ether, washed with water and sat. aq. sodium chloride solution, and dried over sodium sulfate. The solvent is removed in vacuo and the crude product is crystallized from dichloromethane. 3″-Fluoro-4-(2-hydroxy-ethoxy)-4″-(3-hydroxy-propoxy)-[1,1′;3′,1″]terphenyl-5′-ol is obtained as colourless crystals.

Workup

  1. customThe solvent is removed in vacuo
  2. dissolutionthe crude product is dissolved in MTB ether
  3. washwashed with water and sat. aq. sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. customThe solvent is removed in vacuo
  6. customthe crude product is crystallized from dichloromethane

Sources & evidence

ORD record
ord-879ce13afda3468a97f544d16eb5c4e8
Source dataset
uspto-grants-2015_09
Patent number
US09133395B2

Reaction notes

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