Acetic Anhydride → HCID 58597310, compound

HRID 1444708Notes

Reaction equation

HRID 1444708 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]([NH:5][C@H:6]1[C:15]2[C:10](=[CH:11][C:12]([CH2:16][OH:17])=[CH:13][CH:14]=2)[CH2:9][CH2:8][CH2:7]1)=[O:4].[C:20](OC(=O)C)(=[O:22])[CH3:21].C(N(CC)CC)C>C(Cl)Cl.CN(C1C=CN=CC=1)C>[C:20]([O:17][CH2:16][C:12]1[CH:13]=[CH:14][C:15]2[C@H:6]([NH:5][C:3](=[O:4])[C:2]([F:18])([F:19])[F:1])[CH2:7][CH2:8][CH2:9][C:10]=2[CH:11]=1)(=[O:22])[CH3:21]

Participants

6

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 58597264HCID 58597264, compound

Product 1

HCID 58597310HCID 58597310, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of (R)-2,2,2-trifluoro-N-(6-(hydroxymethyl)-1,2,3,4-tetrahydronaphthalen-1-yl)acetamide (546 mg, 2 mmol) in 10 mL of dry DCM was added acetic anhydride (0.30 mL, 3 mmol) and triethylamine (0.8 mL, 6 mmol), followed by DMAP (10 mg). After stirring for 2 h at RT, the solution was evaporated to dryness and directly submitted to flash chomatography (SiO2, DCM) to give (R)-(5-(2,2,2-trifluoroacetamido)-5,6,7,8-tetrahydronaphthalen-2-yl)methyl acetate as a white solid.

Workup

  1. customthe solution was evaporated to dryness

Sources & evidence

ORD record
ord-cab0a1158a14411c9421e9da1c9923ed
Source dataset
uspto-grants-2010_02
Patent number
US07662811B2

Reaction notes

Loading…