Hexadecanal → Tert-butyl 3-hydroxyoctadecanoate

HRID 1903519Notes

Reaction equation

HRID 1903519 reaction equation
[CH:1](=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].Br[CH2:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21]>[Zn]>[OH:17][CH:1]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH2:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21]

Participants

4

Reactant 2

HCID 984HexadecanalHCID 79177tert-Butyl bromoacetate

Product 1

HCID 13962663Tert-butyl 3-hydroxyoctadecanoate

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

The reaction of hexadecanal (1.2 g) and tertbutyl bromoacetate (1.56 g) was carried out under the presence of activated zinc (0.59 g) according to similar manner to that of Preparation 1-(1) to afford an oil of tert-butyl 3-hydroxyoctadecanoate.

Workup

  1. customof Preparation 1-(1)

Sources & evidence

ORD record
ord-c6ab2bfac2ec49058c65ec72a00641e8
Source dataset
uspto-grants-1984_03
Patent number
US04436726

Reaction notes

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