Tetrahydrofuran → HCID 23043605, compound

HRID 2165091Notes

Reaction equation

HRID 2165091 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]=[CH:16][C:17]2[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][CH:18]=2)=[CH:11][C:10]=1[O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1COCC1>CO>[CH2:27]([O:26][C:10]1[CH:11]=[C:12]([CH2:15][CH2:16][C:17]2[CH:18]=[CH:19][C:20]([NH2:23])=[CH:21][CH:22]=2)[CH:13]=[CH:14][C:9]=1[O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

Participants

4

Reactant 2

HCID 8028TetrahydrofuranHCID 54232854HCID 54232854, compound

Product 1

HCID 23043605HCID 23043605, compoundYield 65.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The 1,2-dibenzyloxy-4-[2-(4-nitrophenyl)ethenyl]benzene (10 g, 22 mmole) is dissolved in methanol (50 ml), THF (100 ml) and reacted with Ra--N1 (1.5 g). Reduction under a pressure of 512 psi at 19.5° C. affords 5.9 g (60%) of 4-[-2-(-3,4-dibenzyloxyphenyl)ethyl]benzenamine, mp 97°-101° C.

Sources & evidence

ORD record
ord-5b2c54497ecf4a9db3c418897e7f6826
Source dataset
uspto-grants-1990_07
Patent number
US04939133

Reaction notes

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