1,3,4,6,7,8-Hexahydro-4,6,6,7,8,8-hexamethylcyclopenta[g]-2-benzopyran → Benzopyran

HRID 2217119Notes

Reaction equation

C[CH:2]1[C:7]2[CH:8]=[C:9]3C(C)(C)C(C)C(C)(C)[C:10]3=[CH:11][C:6]=2[CH2:5][O:4][CH2:3]1>CCCCCC>[O:4]1[C:3]2[CH:2]=[CH:7][CH:8]=[CH:9][C:10]=2[CH:11]=[CH:6][CH2:5]1

Participants

Conditions

Temperature: -30 °C

Procedure

750 grams of the liquid phase benzopyran mixture was prepared according to Example 15 of U.S. Pat. No. 3,360,530, the specification of which is herein incorporated by reference, containing 78% by weight of 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl-cyclopenta[G]-2-benzopyran and 500 grams of hexane were admixed and cooled to a temperature of −30° C. with stirring. Stirring continued for a period of 1 hour at which point in time solid particles began to precipitate. The mixture was stirred for an additional 3 hours while slowly increasing the temperature of the benzopyran-solvent mixture to 0° C. The white solids were filtered at 0° C., resulting in the isolation of 240 grams of a mixture containing the following substances in the weight percentage stated:

Workup

stirringStirring
customto precipitate
stirringThe mixture was stirred for an additional 3 hours
temperaturewhile slowly increasing the temperature of the benzopyran-solvent mixture to 0° C
filtrationThe white solids were filtered at 0° C.

Sources & evidence

ORD record: ord-37048d95642f4fea8a6fe9fadd4607e9
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07407928B2

Reaction notes

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