4-Fluorophenol → HCID 18625833, compound

HRID 1860065Notes

Reaction equation

[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([OH:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:23][C:24]1[CH:29]=[CH:28][C:27](O)=[CH:26][CH:25]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCOC(/N=N/C(OCC)=O)=O>>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([O:22][C:27]2[CH:28]=[CH:29][C:24]([F:23])=[CH:25][CH:26]=2)[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 4

HCID 97324-Fluorophenol

HCID 11776Triphenylphosphine

HCID 5462977Diethyl azodicarboxylate

HCID 151861533-(4-Benzyloxyphenyl)-2-hydroxypropionic acid ethyl ester

Product 1

HCID 18625833HCID 18625833, compoundYield 53.3%

Procedure

In a similar manner to that described in Example 122, a reaction was carried out using ethyl 3-(4-benzyloxyphenyl)lactate (10.0 g), which is the product of Reference example 1(b), 4-fluorophenol (4.15 g), triphenylphosphine (10.6 g) and diethylazodicarboxylate (6.40 ml) and the reaction mixture was treated to afford the desired compound (7.00 g) as a colorless oil.

Workup

additionthe reaction mixture was treated

Sources & evidence

ORD record: ord-f1510a51d394480b9bc744bd94322bdc
Source dataset: uspto-grants-2003_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06528525B1

Reaction notes

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