HCID 58480204, compound → HCID 58480181, compound

HRID 339425Notes

Reaction equation

HRID 339425 reaction equation
[F:1][C:2]([F:39])([C:27]1[CH:32]=[CH:31][C:30]([C:33]#[C:34][CH2:35][CH2:36][CH2:37][OH:38])=[CH:29][CH:28]=1)[O:3][C:4]1[CH:25]=[CH:24][C:7]([O:8][C:9]([F:23])([F:22])[C:10]2[CH:15]=[CH:14][C:13]([C:16]#[C:17][CH2:18][CH2:19][CH2:20][OH:21])=[CH:12][CH:11]=2)=[CH:6][C:5]=1[CH3:26]>C1COCC1>[F:22][C:9]([F:23])([C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][OH:21])=[CH:12][CH:11]=1)[O:8][C:7]1[CH:24]=[CH:25][C:4]([O:3][C:2]([F:1])([F:39])[C:27]2[CH:28]=[CH:29][C:30]([CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][OH:38])=[CH:31][CH:32]=2)=[C:5]([CH3:26])[CH:6]=1

Participants

3

Reactant 1

HCID 58480204HCID 58480204, compound

Product 1

HCID 58480181HCID 58480181, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5-{4-[(4-{Difluoro-[4-(5-hydroxypent-1-ynyl)phenyl]methoxy}-3-methylphenoxy)difluoromethyl]phenyl}pent-4-yn-1-ol is hydrogenated to completion on palladium/active carbon catalyst in THF. The catalyst is filtered off, and the filtrate is evaporated in vacuo, giving 5-{4-[(4-{difluoro-[4-(5-hydroxypentyl)phenyl]methoxy}-2-methylphenoxy)difluoromethyl]phenyl}-pentan-1-ol, which is sufficiently pure for further reactions.

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe filtrate is evaporated in vacuo

Sources & evidence

ORD record
ord-4243688a0a26451e8a7b59419f9ac979
Source dataset
uspto-grants-2014_11
Patent number
US08895117B2

Reaction notes

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