Water → HCID 86697532、化合物

HRID 626840ノート

反応式

HRID 626840 の反応式
[Cl:1][C:2]1[C:12]([C:13]#[N:14])=[C:6]2[CH:7]=[N:8][CH2:9][CH2:10][O:11][C:5]2=[C:4]([CH:15]([OH:17])[CH3:16])[CH:3]=1.[BH4-].[Na+].O>C(O)C>[Cl:1][C:2]1[C:12]([C:13]#[N:14])=[C:6]2[CH2:7][NH:8][CH2:9][CH2:10][O:11][C:5]2=[C:4]([CH:15]([OH:17])[CH3:16])[CH:3]=1

参加物

5

反応物 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 86697531HCID 86697531、化合物

生成物 1

HCID 86697532HCID 86697532、化合物収率 41%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The crude 7-chloro-9-(1-hydroxyethyl)-2,3-dihydro-1,4-benzoxazepine-6-carbonitrile was taken up in ethanol (30 mL) cooled in an ice bath and the sodium tetrahydroborate (0.16 g, 4.4 mmol) was added. The reaction was allowed to stir for 1 h, and water was added to quench the remaining hydride and the reaction was concentrated to remove most of the ethanol. The residue was dissolved with ethyl acetate, washed with brine, dried over magnesium sulfate, and concentrated to give 7-chloro-9-(1-hydroxyethyl)-2,3,4,5-tetrahydro-1,4-benzoxazepine-6-carbonitrile as an oil (0.45 g, 41%). LCMS calculated for C12H14ClN2O2(M+H)+: m/z=253.1; found: 253.0.

後処理

  1. temperaturecooled in an ice bath
  2. customto quench the remaining hydride
  3. concentrationthe reaction was concentrated
  4. customto remove most of the ethanol
  5. dissolutionThe residue was dissolved with ethyl acetate
  6. washwashed with brine
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-010c3c52b38f4f43ad0b8c3c21f15b09
出典データセット
uspto-grants-2016_04
特許番号
US09309251B2

反応ノート

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