Water → HCID 86697532, 화합물

HRID 626840노트

반응식

HRID 626840 반응식
[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

참가 물질

5

반응물 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 86697531HCID 86697531, 화합물

생성물 1

HCID 86697532HCID 86697532, 화합물수율 41%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-010c3c52b38f4f43ad0b8c3c21f15b09
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309251B2

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