2-Fluorobenzylic alcohol → HCID 20364999, compound

HRID 1679030Notes

Reaction equation

HRID 1679030 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][OH:5].Br[C:11]([CH2:22][CH2:23][CH2:24][CH3:25])([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13]>>[CH2:22]([C:11]([O:5][CH2:4][C:3]1[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=1[F:1])([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH2:23][CH2:24][CH3:25].[CH2:22]([C:11]([O:5][CH2:4][C:3]1[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=1[F:1])([CH2:17][OH:18])[CH2:12][OH:13])[CH2:23][CH2:24][CH3:25]

Participants

4

Reactant 2

HCID 679692-Fluorobenzylic alcoholHCID 12402643HCID 12402643, compound

Product 2

HCID 20364999HCID 20364999, compoundHCID 20365001HCID 20365001, compound

Procedure

Diethyl 2-butyl-2-(2-fluorobenzyloxy)malonate was prepared by reaction of 2-fluorobenzyl alcohol with diethyl 2-bromo-2-butylmalonate and the crude ester was reduced, without purification, with lithium aluminum hydride, all according to the method of Example 31, part A, to give 2-butyl-2-(2-fluorobenzyloxy)-1,3-propanediol, b.p. 140°-150°/0.01 mm, nD25 1.5555, m.p. 66°-67°.

Workup

  1. customthe crude ester was reduced, without purification, with lithium aluminum hydride

Sources & evidence

ORD record
ord-cf1beb0dc3064195a00007b6227ab977
Source dataset
uspto-grants-1978_03
Patent number
US04077982

Reaction notes

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