Monobenzone → (+/-)-6-Benzyloxy-2-methoxy-2-methylchroman

HRID 268415

Reaktionsgleichung

Reaktionsgleichung von HRID 268415
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:16][O:17][C:18]([CH:20]=[CH2:21])=[CH2:19]>C1C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:12](=[CH:13][CH:14]=1)[O:15][C:18]([O:17][CH3:16])([CH3:19])[CH2:20][CH2:21]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 7638MonobenzoneHCID 993382-Methoxy-1,3-butadiene

Produkt 1

HCID 21432288(+/-)-6-Benzyloxy-2-methoxy-2-methylchroman

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A mixture of 40 g. of p-(benzyloxy)phenol, 33.6 g. of 2-methoxybutadiene, and 30 ml. of benzene was sealed in a glass tube under N2. The tube was heated at 160°-165° for 20 hours, cooled and opened. The yellow solution was chromatographed on silica gel with 97.5:2.5 benzene-ethyl acetate to give (±)-6-benzyloxy-2-methoxy-2-methylchroman, identical with the material prepared as described in Example 44, as 34.5 g. of pale yellow oil.

Aufarbeitung

  1. additionA mixture of 40 g
  2. temperatureThe tube was heated at 160°-165° for 20 hours
  3. temperaturecooled
  4. customThe yellow solution was chromatographed on silica gel with 97.5:2.5 benzene-ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-b34a0055884b4661b759c60b45fea2c7
Quelldatensatz
uspto-grants-1976_03
Patentnummer
US03947473

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