Sodium Hydroxide → 3-[1,1-bis(Methylethyl)-2-methyl-1-silapropoxy]phenol

HRID 985495ノート

反応式

HRID 985495 の反応式
[OH-].[Na+].C([O:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][Si:14]([CH:21]([CH3:23])[CH3:22])([CH:18]([CH3:20])[CH3:19])[CH:15]([CH3:17])[CH3:16])[CH:8]=1)(=O)C>C1COCC1>[CH3:20][CH:18]([Si:14]([CH:21]([CH3:23])[CH3:22])([O:13][C:9]1[CH:8]=[C:7]([OH:6])[CH:12]=[CH:11][CH:10]=1)[CH:15]([CH3:16])[CH3:17])[CH3:19]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 114610083-[1,1-bis(Methylethyl)-2-methyl-1-silapropoxy]phenyl acetate

生成物 1

HCID 225070633-[1,1-bis(Methylethyl)-2-methyl-1-silapropoxy]phenol収率 90.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

An aqueous (50 ml) solution of NaOH (3.25 g, 81 mmol) was added to a solution of 3-[1,1-bis(Methylethyl)-2-methyl-1-silapropoxy]phenyl acetate (5 g, 16.2 mmol) in THF (50 ml). After stirring overnight at room temperature, the reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried, filtered, and evaporated under vacuum. The crude product was chromatographed over silica gel to yield 3.89 g (90%) of 3-[1,1-bis(Methylethyl)-2-methyl-1-silapropoxy]phenol. NMR 1H Cl3CD δ: 7.06 (t, 1H, J=8.0 Hz), 6.42 (m, 3H), 1.28 (m, 3H), 1.10 (d, 18H, J=7.0 Hz).

後処理

  1. customthe reaction mixture was partitioned between ethyl acetate and water
  2. washThe organic layer was washed with brine
  3. customdried
  4. filtrationfiltered
  5. customevaporated under vacuum
  6. customThe crude product was chromatographed over silica gel

出典と根拠

ORDレコード
ord-4c6591ad39a34bf4a60003ffbef71e0a
出典データセット
uspto-grants-2005_03
特許番号
US06872730B2

反応ノート

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