Boric Acid → 1-Chloro-3-(4'-fluoro-4-biphenylyl)-butan-3-ol

HRID 1439769ノート

反応式

HRID 1439769 の反応式
[Cl:1][CH2:2][CH2:3][C:4]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([N+]([O-])=O)=[CH:15][CH:14]=2)=[CH:9][CH:8]=1)([OH:6])[CH3:5].N([O-])=O.[Na+].B(O)(O)O.[FH:30]>O>[Cl:1][CH2:2][CH2:3][C:4]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([F:30])=[CH:15][CH:14]=2)=[CH:9][CH:8]=1)([OH:6])[CH3:5]

参加物

6

反応物 4

HCID 7628Boric AcidHCID 14917Hydrofluoric AcidHCID 213964881-Chloro-3-(4'-nitro-4-biphenylyl)-butan-3-olHCID 23668193Sodium Nitrite

生成物 1

HCID 203028961-Chloro-3-(4'-fluoro-4-biphenylyl)-butan-3-ol

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

3 ml. of concentrated hydrochloric acid are added, at 0°, to 2.78 g. of 1-chloro-3-(4'-amino-4-biphenylyl)-butan-3-ol [which can be obtained by nitrating 1-chloro-3-(4-biphenylyl)-butan- 3-ol and reducing the resulting 1-chloro-3-(4'-nitro-4-biphenylyl)-butan-3-ol] and a solution of 1.4 g. of NaNO2 in 6 ml. of water is then added at 0°, while stirring. After adding a solution of 0.7 g. of boric acid in 1.5 g. of 60% hydrofluoric acid, the mixture is stirred for 40 minutes and filtered and the product is washed with water, methanol and ether and dried and the resulting diazonium fluoborate is heated to about 150° until decomposition is complete to give 1-chloro-3-(4'-fluoro-4-biphenylyl)-butan-3-ol, m.p. 78° - 79°.

後処理

  1. additionAfter adding a solution of 0.7 g
  2. filtrationfiltered
  3. washthe product is washed with water, methanol and ether
  4. customdried
  5. temperaturethe resulting diazonium fluoborate is heated to about 150° until decomposition

出典と根拠

ORDレコード
ord-339ba7dc436447d89ca8b8b2ae379615
出典データセット
uspto-grants-1977_11
特許番号
US04060633

反応ノート

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