Sodium Hydroxide → 2-Hydroxy-4-[7-(1-adamantyl)-6-benzyloxy-2-naphthyl]benzoic acid

HRID 618482ノート

反応式

HRID 618482 の反応式
[OH:1][C:2]1[CH:11]=[C:10]([C:12]2[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][C:16]([C:30]45[CH2:39][CH:34]6[CH2:35][CH:36]([CH2:38][CH:32]([CH2:33]6)[CH2:31]4)[CH2:37]5)=[C:17]([O:22][CH2:23][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH:18]=3)[CH:13]=2)[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[OH-].[Na+]>>[OH:1][C:2]1[CH:11]=[C:10]([C:12]2[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][C:16]([C:30]45[CH2:37][CH:36]6[CH2:38][CH:32]([CH2:33][CH:34]([CH2:35]6)[CH2:39]4)[CH2:31]5)=[C:17]([O:22][CH2:23][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH:18]=3)[CH:13]=2)[CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

参加物

3

反応物 2

HCID 14798Sodium HydroxideHCID 22000341Methyl 2-hydroxy-4-[7-(1-adamantyl)-6-benzyloxy-2-naphthyl]benzoate

生成物 1

HCID 220003032-Hydroxy-4-[7-(1-adamantyl)-6-benzyloxy-2-naphthyl]benzoic acid

実験手順

930 mg (1.8 mmol) of methyl 2-hydroxy-4-[7-(1-adamantyl)-6-benzyloxy-2-naphthyl]benzoate and 100 ml of a 2N methanolic sodium hydroxide solution were introduced into a round-bottomed flask and the reaction mixture was heated at reflux for one hour. The reaction mixture was evaporated to dryness, the residue was taken up in water and acidified to pH 1 with concentrated hydrochloric acid and the solid was filtered. The solid obtained was triturated in ethyl acetate, filtered and dried. 710 mg (79%) of the expected acid were collected, which acid had a melting point of 263°-4° C.

後処理

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux for one hour
  3. customThe reaction mixture was evaporated to dryness
  4. filtrationthe solid was filtered
  5. customThe solid obtained
  6. customwas triturated in ethyl acetate
  7. filtrationfiltered
  8. customdried
  9. custom710 mg (79%) of the expected acid were collected

出典と根拠

ORDレコード
ord-70a992d48da74f6ea1be99ec2d56d2cd
出典データセット
uspto-grants-1999_09
特許番号
US05952382

反応ノート

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