Diethyl Ether → HCID 178459246, compound

HRID 1680562Notes

Reaction equation

HRID 1680562 reaction equation
[Cl-].C1([PH+](C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH2:21]([O:24][C@H:25]1[CH2:30][CH2:29][C@H:28]([CH:31]=O)[CH2:27][CH2:26]1)[CH2:22][CH3:23].C[CH2:34][O:35][CH2:36]C>>[CH3:34][O:35][CH:36]=[CH:31][C@H:28]1[CH2:27][CH2:26][C@H:25]([O:24][CH2:21][CH2:22][CH3:23])[CH2:30][CH2:29]1

Participants

4

Reactant 3

HCID 3283Diethyl Ether2×HCID 9882740Triphenylphosphine hydrochlorideHCID 178459254HCID 178459254, compound

Product 1

HCID 178459246HCID 178459246, compound

Procedure

A suspension of 94.6 g. of (methoxymethyl)(triphenylphosphonium chloride in 1000 ml. of dry ether is treated with 33.0 g. of potassium tert.butylate. After stirring for 45 minutes, a solution of 31.4 g. of trans-4-n-propyloxycyclohexane carboxaldehyde in 200 ml. of ether is added dropwise. The mixture is stirred for a further 2.5 hours and then poured into 1.2 liters of ice-water. The organic phase is separated, washed neutral with water, dried over sodium sulfate and evaporated. The crude trans-2-(4-n-propyloxycyclohexyl)vinyl methyl ether obtained is distilled at 82°-85° C./0.6 mmHg in order to separate the residual triphenylphosphine.

Workup

  1. additionA suspension of 94.6 g
  2. stirringThe mixture is stirred for a further 2.5 hours
  3. customThe organic phase is separated
  4. washwashed neutral with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-4a60efd0f44c4ae3a0fbe0900788d0a5
Source dataset
uspto-grants-1981_06
Patent number
US04273929

Reaction notes

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