Methanol → HCID 18792289, compound

HRID 726471Notes

Reaction equation

HRID 726471 reaction equation
[CH3:1][C:2]1([CH3:19])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([NH:14][CH2:15][C:16]([OH:18])=[O:17])[CH:5]=[CH:4][C:3]1=2.S(Cl)(Cl)=O.[CH3:24]O>>[CH3:1][C:2]1([CH3:19])[CH2:11][CH2:10][C:9]([CH3:12])([CH3:13])[C:8]2[CH:7]=[C:6]([NH:14][CH2:15][C:16]([O:18][CH3:24])=[O:17])[CH:5]=[CH:4][C:3]1=2

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 22361553HCID 22361553, compound

Product 1

HCID 18792289HCID 18792289, compound

Procedure

8 g (22 mmol) of 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylglycine and 100 ml of methanol were introduced into a round-bottomed flask and 9 ml (0.12 mol) of thionyl chloride were added dropwise. The mixture was stirred at room temperature for 12 hours, the reaction medium evaporated, and the residue taken up in sodium bicarbonate solution and ethyl ether. The organic phase was decanted off, dried over magnesium sulfate and evaporated. 6 g (100%) of the expected ester were recovered.

Workup

  1. customthe reaction medium evaporated
  2. customThe organic phase was decanted off
  3. dry with materialdried over magnesium sulfate
  4. customevaporated
  5. custom6 g (100%) of the expected ester were recovered

Sources & evidence

ORD record
ord-df7539912e9646b2a8b9acc86d03e735
Source dataset
uspto-grants-1998_01
Patent number
US05709867

Reaction notes

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