Bromopropylate → HCID 86761045, compound

HRID 1994222Notes

Reaction equation

HRID 1994222 reaction equation
[Br:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]([C:14]2[CH:19]=[CH:18][C:17]([Br:20])=[CH:16][CH:15]=2)([OH:13])[C:7]([O:9][CH:10]([CH3:12])[CH3:11])=[O:8])=[CH:4][CH:3]=1.[C@@:23]12(O)[N:30](C)[C@@H:27]([CH2:28]C1)[CH2:26][CH:25]=C2>>[Br:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]([C:14]2[CH:15]=[CH:16][C:17]([Br:20])=[CH:18][CH:19]=2)([OH:13])[C:7]([O:9][C@@:10]23[N:30]([CH3:23])[C@@H:27]([CH2:28][CH2:12]2)[CH2:26][CH:25]=[CH:11]3)=[O:8])=[CH:4][CH:3]=1

Participants

3

Procedure

4.9 is prepared analogously to the method according to II.1. Yield: 2.36 g (19% of theory) starting from 9.9 g (0.023 mol) of commercially obtainable isopropyl 4,4′-dibromobenzilate and 3.21 g (0.023 mol) of tropenol; to purify it, the hydrochloride was precipitated and recrystallized from acetonitrile. TLC: Rf value: 0.30 (eluant as in step II.1); melting point: 205° C.-207° C. (hydrochloride).

Workup

  1. custom4.9 is prepared analogously to the method
  2. customto purify it
  3. customthe hydrochloride was precipitated
  4. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-7c93c3acf8b644ffa3c634ed5ba2b7cb
Source dataset
uspto-grants-2010_01
Patent number
US07652138B2

Reaction notes

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