Hydrochloric Acid → 7-Hydroxybenzo[b]thiophene-4-carbaldehyde

HRID 2060877노트

반응식

HRID 2060877 반응식
C[O:2][C:3]1[C:8]2[S:9][CH:10]=[CH:11][C:7]=2[C:6]([CH:12]=[O:13])=[CH:5][CH:4]=1.CC(C)([O-])C.[K+].Cl.C(N(C(S)C)CC)C.Cl>CN(C=O)C>[OH:2][C:3]1[C:8]2[S:9][CH:10]=[CH:11][C:7]=2[C:6]([CH:12]=[O:13])=[CH:5][CH:4]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 106792907-Methoxybenzo[b]thiophene-4-carbaldehydeHCID 236176041-(Diethylamino)ethanethiol;hydrochlorideHCID 23665647Potassium tert-butoxide

생성물 1

HCID 594013507-Hydroxybenzo[b]thiophene-4-carbaldehyde

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

7-Methoxybenzo[b]thiophene-4-carbaldehyde (Preparation 68) (844 mg, 4.39 mmol) was added to a suspension of potassium tert-butoxide (1.5 g, 14.0 mmol) and diethylaminoethanethiol hydrochloride (1.12 g, 6.58 mmol) in DMF (22 mL). The mixture was refluxed for 1 h. After cooling the mixture was acidified to pH 1 with 1N HCl and the aqueous phase extracted with EtOAc. The organic phase was washed with water, brine and dried (MgSO4). Solvent was removed in vacuo to give the title compound: RT=2.59 min; m/z (ES+)=178.2 [M+H]+.

후처리

  1. temperatureThe mixture was refluxed for 1 h
  2. temperatureAfter cooling the mixture
  3. extractionthe aqueous phase extracted with EtOAc
  4. washThe organic phase was washed with water, brine
  5. dry with materialdried (MgSO4)
  6. customSolvent was removed in vacuo

출처 및 근거

ORD 기록
ord-1707446d7d3440a5860aacb6ff1b041d
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08278442B2

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