Sodium borohydride → 1-(7-Chloro-6-methyl-2,3,4,5-tetrahydro-1,4-benzoxazepin-9-yl)ethanol

HRID 626817ノート

反応式

HRID 626817 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:14](=[O:16])[CH3:15])[C:5]2[O:11][CH2:10][CH2:9][N:8]=[CH:7][C:6]=2[C:12]=1[CH3:13].[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[C:4]([CH:14]([OH:16])[CH3:15])[C:5]2[O:11][CH2:10][CH2:9][NH:8][CH2:7][C:6]=2[C:12]=1[CH3:13]

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 866975131-(7-Chloro-6-methyl-2,3-dihydro-1,4-benzoxazepin-9-yl)ethanone

生成物 1

HCID 866975141-(7-Chloro-6-methyl-2,3,4,5-tetrahydro-1,4-benzoxazepin-9-yl)ethanol収率 92.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

1-(7-Chloro-6-methyl-2,3-dihydro-1,4-benzoxazepin-9-yl)ethanone (630 mg, 2.6 mmol) was stirred in methanol (20 mL) and cooled to 0° C. Sodium tetrahydroborate (150 mg, 4.0 mmol) was added. The mixture was stirred for 1 hour at room temperature and evaporated. The mixture was extracted with ethyl acetate, washed with saturated sodium bicarbonate, brine, dried over sodium sulfate, filtered and evaporated gave the desired compound (580 mg, 90%). LCMS calculated for C12H17ClNO2 (M+H)+: m/z=242.1; found: 242.0.

後処理

  1. customevaporated
  2. extractionThe mixture was extracted with ethyl acetate
  3. washwashed with saturated sodium bicarbonate, brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated

出典と根拠

ORDレコード
ord-c576c389c45d4d34924bfe5aec4b848e
出典データセット
uspto-grants-2016_04
特許番号
US09309251B2

反応ノート

読み込み中…