4-[3-(2-benzyloxyphenyl)-3-carbonyl-1(E)-propenyl]benzoate → Methyl 4-[2-(2-hydroxyphenyl)ethyl]-3-fluorobenzoate

HRID 2395013Notes

Reaction equation

HRID 2395013 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]=[CH:16][C:17]1[CH:26]=[CH:25][C:20]([C:21]([O:23][CH3:24])=[O:22])=[CH:19][C:18]=1[F:27])C1C=CC=CC=1.C(OC1C=CC=CC=1C(=C=O)/C=C/C1C=CC(C([O-])=O)=CC=1)C1C=CC=CC=1.OC1C=CC=CC=1C(=C=O)CCC1C=CC(C(OC)=O)=CC=1>C(O)C>[OH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][CH2:16][C:17]1[CH:26]=[CH:25][C:20]([C:21]([O:23][CH3:24])=[O:22])=[CH:19][C:18]=1[F:27]

Participants

5

Reactant 3

HCID 189738944-[3-(2-benzyloxyphenyl)-3-carbonyl-1(E)-propenyl]benzoateHCID 18974023Methyl 4-[3-(2-hydroxyphenyl)-3-carbonylpropyl)benzoateHCID 54449624Methyl 4-[2-(2-benzyloxyphenyl)ethenyl)-3-fluorobenzoate

Product 1

HCID 18973971Methyl 4-[2-(2-hydroxyphenyl)ethyl]-3-fluorobenzoate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl 4-[2-(2-hydroxyphenyl)ethyl]-3-fluorobenzoate was synthesised from methyl 4-(2-(2-benzyloxyphenyl) ethenyl]-3-fluorobenzoate using the hydrogenation method described in Example 1 (for the conversion of 4-[3-(2-benzyloxyphenyl)-3-carbonyl-1(E)-propenyl]-benzoate to methyl 4-[3-(2-hydroxyphenyl)-3-carbonylpropyl)benzoate but using ethanol as the reaction solvent).

Sources & evidence

ORD record
ord-a7606064646a4987935039f0e1b80515
Source dataset
uspto-grants-1998_09
Patent number
US05811459

Reaction notes

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