Diethyl Ether → HCID 67076299, compound

HRID 2094737Notes

Reaction equation

HRID 2094737 reaction equation
[OH:1][C:2]([CH3:15])([CH3:14])[CH2:3][C:4]1[CH:5]=[C:6]([CH2:10][C:11](O)=[O:12])[CH:7]=[CH:8][CH:9]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(OCC)C.CC(=O)OCC>C1COCC1.O>[OH:12][CH2:11][CH2:10][C:6]1[CH:5]=[C:4]([CH2:3][C:2]([CH3:15])([OH:1])[CH3:14])[CH:9]=[CH:8][CH:7]=1

Participants

7

Reactant 4

HCID 3283Diethyl EtherHCID 8857Ethyl AcetateHCID 21226445Aluminium lithium hydrideHCID 46938719[3-(2-Hydroxy-2-methylpropyl)phenyl]acetic acid

Product 1

HCID 67076299HCID 67076299, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

The compound of step 1 (0.132 g, 0.634 mmol) was dissolved in THF (0.5 ml) and added to a refluxing suspension of lithium aluminium hydride (122 mg, 3.1 mmol) in THF (1 ml). The mixture was stirred for 1 h under reflux and cooled to room temperature. Diethyl ether (6 ml) was added, followed by EA (0.4 ml). Subsequently, water was added slowly until the alumina salts formed a thick slurry from which the supernatant could be decanted easily. The slurry was repeatedly washed with EA, the combined extracts were dried with sodium sulfate and evaporated to dryness.

Workup

  1. temperatureunder reflux
  2. customformed a thick slurry from which the supernatant
  3. customcould be decanted easily
  4. washThe slurry was repeatedly washed with EA
  5. dry with materialthe combined extracts were dried with sodium sulfate
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-0b8887c780764bb2b77b6018e4438221
Source dataset
uspto-grants-2013_05
Patent number
US08445530B2

Reaction notes

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