Chloroacetaldehyde → HCID 59150497, 화합물

HRID 1668571노트

반응식

HRID 1668571 반응식
[CH3:1][C:2]1[O:3][C:4]2[C:14]([N:15]=1)=[CH:13][C:7]1[CH2:8][CH2:9][NH:10][CH2:11][CH2:12][C:6]=1[CH:5]=2.[Cl:16][CH2:17][CH:18]=O.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>COCCOC>[Cl:16][CH2:17][CH2:18][N:10]1[CH2:9][CH2:8][C:7]2[CH:13]=[C:14]3[N:15]=[C:2]([CH3:1])[O:3][C:4]3=[CH:5][C:6]=2[CH2:12][CH2:11]1

참가 물질

5

반응물 3

HCID 33ChloroacetaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 591504802-Methyl-6,7,8,9-tetrahydro-5H-[1,3]oxazolo[4,5-h][3]benzazepine

생성물 1

HCID 59150497HCID 59150497, 화합물수율 36%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

A mixture 2-methyl-6,7,8,9-tetrahydro-5H-[1,3]oxazolo[4,5-h][3]benzazepine (1 mmol), chloroacetaldehyde (2 mmol), NaBH(OAc)3 (2 mmol) in dry DME (10 ml) was stirred at room temperature for 3 h. The mixture was partitioned between aqueous Na2CO3 (0.5 M) and DCM. The organic layer was collected and the aqueous phase extracted twice with DCM. The combined DCM layers were concentrated and submitted to column chromatography (EtOAc—acetone gradient) to provide the title compound (36% yield).

후처리

  1. customThe mixture was partitioned between aqueous Na2CO3 (0.5 M) and DCM
  2. customThe organic layer was collected
  3. extractionthe aqueous phase extracted twice with DCM
  4. concentrationThe combined DCM layers were concentrated

출처 및 근거

ORD 기록
ord-752220f6d3f94ed3ba7be2505ff68da7
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989444B2

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