Lithium Hydroxide → HCID 15840104, compound

HRID 378214Notes

Reaction equation

HRID 378214 reaction equation
[CH3:1][C:2]1([CH3:28])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([C:14]3([CH3:27])[C:18]4[CH:19]=[C:20]([C:23]([O:25]C)=[O:24])[CH:21]=[CH:22][C:17]=4[O:16][CH2:15]3)[CH:5]=[CH:4][C:3]1=2.[OH-].[Na+].[OH-].[Li+]>>[CH3:1][C:2]1([CH3:28])[CH2:11][CH2:10][C:9]([CH3:12])([CH3:13])[C:8]2[CH:7]=[C:6]([C:14]3([CH3:27])[C:18]4[CH:19]=[C:20]([C:23]([OH:25])=[O:24])[CH:21]=[CH:22][C:17]=4[O:16][CH2:15]3)[CH:5]=[CH:4][C:3]1=2

Participants

4

Reactant 3

HCID 3939Lithium HydroxideHCID 14798Sodium HydroxideHCID 15840103HCID 15840103, compound

Product 1

HCID 15840104HCID 15840104, compound

Procedure

A mixture of methyl 3-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-(3-methyl)-2,3-dihydrobenzofuran-5-carboxylate (510 mg, 135 mmol), sodium hydroxide (0.33 g, 7.9 mmol), and lithium hydroxide (0.33 g, 7.9 mmol) is stirred 5 days at ambient temperature. It is concentrated in vacuo at 40° C. in a rotary evaporator. 10 ml of water and 10 ml of ethyl acetate are added again. The mixture is acidified to pH 1 with a concentrated hydrochloric acid solution. After separation, the organic phase is washed twice with 10 ml of water, dried over magnesium sulphate, and concentrated in vacuo at 40° C. in a rotary evaporator. The solid obtained is washed with heptane.

Workup

  1. concentrationIt is concentrated in vacuo at 40° C. in a rotary evaporator
  2. addition10 ml of water and 10 ml of ethyl acetate are added again
  3. customAfter separation
  4. washthe organic phase is washed twice with 10 ml of water
  5. dry with materialdried over magnesium sulphate
  6. concentrationconcentrated in vacuo at 40° C. in a rotary evaporator
  7. customThe solid obtained
  8. washis washed with heptane

Sources & evidence

ORD record
ord-251dc983f0894fe0bb7a8b817a1055c0
Source dataset
uspto-grants-2000_02
Patent number
US06030952

Reaction notes

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