Iodine → 1-Benzyloxy-3-iodopropane

HRID 1650062Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1650062
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[I:20]I.N1C=CC=CC=1.[CH2:28]([O:35][CH2:36][CH2:37][CH2:38]O)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>CO.C1C=CC=CC=1>[CH2:28]([O:35][CH2:36][CH2:37][CH2:38][I:20])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Komponenten

7

Edukt 4

HCID 807IodineHCID 1049PyridineHCID 11776TriphenylphosphineHCID 3479713-Benzyloxy-1-propanol

Produkt 1

HCID 104686631-Benzyloxy-3-iodopropaneAusbeute 53 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 241BenzeneLösungsmittel2×HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 83.3 g. (0.318 mole) triphenylphosphine in 200 ml. benzene was added, in four portions, 80 g. (0.318 mole) of iodine. The resultant mixture was stirred 3 hours and then 50 ml. (0.618 mole) of pyridine was added followed by the slow addition of 32 g. (0.192 mole) of 3-benzyloxypropanol in 250 ml. of benzene. The reaction was stirred 15 hours longer and then diluted with 40 ml. of methanol. The mixture was filtered through diatomaceous earth and the filtrate evaporated to an oil. Distillation of the crude oil yielded 28 g. (53%) of the title compound as an oil.

Aufarbeitung

  1. additionfollowed by the slow addition of 32 g
  2. additiondiluted with 40 ml
  3. filtrationThe mixture was filtered through diatomaceous earth
  4. customthe filtrate evaporated to an oil
  5. distillationDistillation of the crude oil
  6. customyielded 28 g

Quellen und Nachweise

ORD-Eintrag
ord-323b0e99c2cf4678ab21ca70e07ba691
Quelldatensatz
uspto-grants-1990_05
Patentnummer
US04921994

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