tert-Butyl bromoacetate → HCID 22403177, compound

HRID 259780Notes

Reaction equation

HRID 259780 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([CH2:14][CH:15]=[CH2:16])[C:6]([OH:13])=[C:7]([CH:12]=1)[C:8]([O:10][CH3:11])=[O:9])=[O:2].Br[CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20]>>[CH:1]([C:3]1[CH:4]=[C:5]([CH2:14][CH:15]=[CH2:16])[C:6]([O:13][CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[C:7]([CH:12]=1)[C:8]([O:10][CH3:11])=[O:9])=[O:2]

Participants

3

Reactant 2

HCID 79177tert-Butyl bromoacetateHCID 18930687HCID 18930687, compound

Product 1

HCID 22403177HCID 22403177, compound

Procedure

Phenol 36b was alkylated with t-butyl bromoacetate the usual way to give a yellow oil (quant.). 1H-NMR (300 MHz, CDCl3): 9.94 (s, 1H), 8.21 (d, 1H, J=2 Hz), 7.90 (d, 1H, J=9 Hz), 6.05-5.92 (m, 1H), 5.15-5.05 (m, 2H), 4.51 (s, 2H), 3.93 (s, 3H), 3.61 (br d, 2H, J=7 Hz), 1.49 (s, 9H). Anal. Calc'd for C18H22O6 : C, 64.66; H, 6.63; Found: C, 64.54; H, 6.62.

Workup

  1. customto give a yellow oil (quant.)

Sources & evidence

ORD record
ord-3338a2fd4bd24db59ba86bdd208a84cc
Source dataset
uspto-grants-1996_06
Patent number
US05523302

Reaction notes

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