HCID 13281346, compound → HCID 20403339, compound

HRID 544689Notes

Reaction equation

HRID 544689 reaction equation
[CH:1]1[C:6]2[C:7]3[CH:16]=[CH:15][CH:14]=[CH:13][C:8]=3[CH2:9][CH2:10][CH2:11][CH2:12][C:5]=2[C:4]([C:17](O)=[O:18])=[CH:3][CH:2]=1>O1CCCC1>[CH:1]1[C:6]2[C:7]3[CH:16]=[CH:15][CH:14]=[CH:13][C:8]=3[CH2:9][CH2:10][CH2:11][CH2:12][C:5]=2[C:4]([CH2:17][OH:18])=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 13281346HCID 13281346, compound

Product 1

HCID 20403339HCID 20403339, compoundYield 86.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

The reaction between 5,6,7,8-tetrahydrodibenzo[a,c]cycloocten-4-carboxylic acid (1.7 g, 0.0067 mole) and borane-tetrahydrofuran complex (1.16 g of a 1.05 M solution in tetrahydrofuran) in tetrahydrofuran (50 ml) produced 5,6,7,8-tetrahydrodibenzo[a,c]cycloocten-4-methanol as an oil (1.38 g). The IR and nmr spectra were consistent with the proposed structure.

Sources & evidence

ORD record
ord-e19b7927b2924c158ab4e69a683ba340
Source dataset
uspto-grants-1984_05
Patent number
US04451484

Reaction notes

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