Bicyclo(2.2.1)hept-5-en-2-ol → HCID 86663488, compound

HRID 1844286Notes

Reaction equation

[CH2:1]([O:8][C:9]1[CH:19]=[CH:18][C:12]([CH:13]=[CH:14][C:15]([OH:17])=[O:16])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:20]12[CH2:27][CH:23]([CH:24](O)[CH2:25]1)[CH:22]=[CH:21]2>C1(C)C(C)=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH:13]=[CH:14][C:15]([O-:17])=[O:16])=[CH:18][CH:19]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1.[CH:20]12[CH2:27][CH:23]([CH:22]=[CH:21]1)[CH2:24][CH2:25]2

Participants

Conditions

Temperature: 190 °C

Procedure

The 4-benzyloxy-cinnamic acid (5 g, 19.7 mmol), norbornene-5-ol (19 mmol) and Zr(AcAc) (0.2 mol. %) were put in xylene and stirred at 190° C. for 24 hours. Then, the reaction mixture was washed with 1M HCl and 1M NaHCO3 aqueous solutions and removed of the solvent to obtain a yellowish solid, 4-benzyloxy-cinnamate-5-norbornene.

Workup

washThen, the reaction mixture was washed with 1M HCl and 1M NaHCO3 aqueous solutions
customremoved of the solvent

Sources & evidence

ORD record: ord-ac503fa4effa46b2b8a42693124aa540
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08946366B2

Reaction notes

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