Hexane → HCID 12133344, compound

HRID 2414917Notes

Reaction equation

[CH:1]([C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][C:17]([O:19][CH3:20])=[O:18])[CH:7]=[C:8]([CH:12]([CH3:14])[CH3:13])[C:9]=1[O:10]C)([CH3:3])[CH3:2].C(C1C=C(C=C(C(C)C)C=1OC)C=O)(C)C.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CCCCCC>C(OCC)C.CCCCCC>[CH3:20][O:19][C:17](/[CH:16]=[CH:15]/[C:6]1[CH:7]=[C:8]([CH:12]([CH3:14])[CH3:13])[C:9]([OH:10])=[C:4]([CH:1]([CH3:3])[CH3:2])[CH:5]=1)=[O:18]

Participants

Conditions

Temperature: 50 °C

Procedure

Methyl 3-(3,5-diisopropyl-4-methoxyphenyl)acrylate. 3,5-diisopropyl-4-methoxybenzaldehyde (881 mg) was stirred with silica-gel (2.7 g) for about 10 minutes to get a free powder. Ph3P═CHCOOCH3 (1.7 g) was added, followed by 10 mL of hexane. The reaction mixture was heated at 50° C. for 24 hours, and the resulting mixture was loaded on a silica-gel column. Chromatography, with diethyl ether:hexane (10:90) as the eluent, provided the ester (944 mg).

Workup

customto get a free powder

Sources & evidence

ORD record: ord-fc330cfe1d7c400bb6de48711b4e819a
Source dataset: uspto-grants-2004_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06815555B2

Reaction notes

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